The origin of a common compound about C8H9NO2

Application of 4518-10-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 4518-10-9, name is Methyl 3-aminobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Application of 4518-10-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 4518-10-9, name is Methyl 3-aminobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of methyl 3-aminobenzoate (4.53 g, 30.0 mmol) and triethylamine (3.54 g, 4.88 mL, 35.0 mmol) in dichloromethane (100 mL), at 0 C. while stirring, was added bromoacetyl bromide (6.66 g, 2.9 mL, 33.0 mmol) dropwise. After the addition, the mixture was stirred at room temperature overnight and passed through a short silica pad. The crude product, 3-(2-bromoacetylamino)benzoic acid methyl ester (8.09 g, 99.1%), obtained after the removal of the solvent (>99% by LC/MS, MS (ES+) m/z: 272, 274) was used without further purification.

The synthetic route of Methyl 3-aminobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wilde, Richard G.; Takasugi, James J.; Hwang, Seongwoo; Welch, Ellen M.; Chen, Guangming; US2006/167065; (2006); A1;,
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Continuously updated synthesis method about 18595-18-1

Application of 18595-18-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 18595-18-1, name is Methyl 3-amino-4-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Application of 18595-18-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 18595-18-1, name is Methyl 3-amino-4-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of imidazo[1 ,2-a]pyridine-3-carboxylic acid (1 ) (4.09 g, 25.3 mmol) in dichloromethane (100 mL) and DMF (0.25 mL) at 0 C was added oxalyl chloride (4.15 mL, 48.0 mmol) dropwise over 10 minutes. The reaction was slowly warmed to room temperature and stirred until complete conversion was detected by LCMS. The reaction was subsequently reduced to dryness and suspended in dichloromethane (100 mL) and was added a solution of methyl 3-amino-4-methylbenzoate (2) (4.6 g, 27.9 mmol) in dichloromethane (100 mL) and triethylamine (7.1 mL) . Contents were stirred at room temperature for 4 hours and diluted with dichloromethane (100 mL). The reaction was washed with water, saturated NaHC03, brine, dried over magnesium sulfate, filtered and reduced to dryness. The crude solid was triturated with diethyl ether to remove excess aniline and dried to afford methyl 3-(imidazo[1 ,2-a]pyridine-3-carboxamido)-4- methylbenzoate (3) as a white solid. MS m/z 310.1 (M+1 ) +. To a suspension of 3-(imidazo[1 ,2-a]pyridine-3-carboxamido)-4-methylbenzoate (3) (5.43 g, 17.6 mmol) in THF (225 ml) and MeOH (150 mL) was added LiOH 3 M (17.5 mL) and water (50 mL). The reaction was stirred at room temperature for 12 hours then reduced in volume on roto-vap to remove THF and MeOH. The mixture was diluted with water (75 mL) and neutralized with HCI (17.5 mL of a 3M solution). The resulting precipitate was filtered, washed with water and dried under vacuum to afford 3-(imidazo[1 ,2-a]pyridine-3-carboxamido)-4-methylbenzoic acid (4) as a white solid. 1 H NMR (400MHz, c 6-DMSO) delta 10.0 (s, 1 H), 9.45 (dt, J = 6.8, 1 .2 Hz, 1 H), 8.58 (s, 1 H), 7.98 (d, J = 2.0 Hz, 1 H), 7.79 (dt, J = 9.2, 1 .2 Hz, 1 H), 7.76 (dd, J = 8.0, 1 .6 Hz, 1 H), 7.52 (ddd, J = 9.2, 9.2, 1 .2 Hz, 1 H), 7.43 (d, J = 8.0 Hz, 1 H), 7.17 (td, J = 6.8, 1 .2 Hz, 1 H), 2.35 (s, 3H). MS m/z 296.1 (M+1 ) +.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 3-amino-4-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IRM LLC; LIU, Xiaodong; LI, Xiaolin; LOREN, Jon; MOLTENI, Valentina; NABAKKA, Juliet; NGUYEN, Bao; PETRASSI, Hank Michael James; YEH, Vince; WO2013/33116; (2013); A1;,
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Analyzing the synthesis route of C7H14O3

Related Products of 6482-34-4, A common heterocyclic compound, 6482-34-4, name is Diisopropyl carbonate, molecular formula is C7H14O3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Related Products of 6482-34-4, A common heterocyclic compound, 6482-34-4, name is Diisopropyl carbonate, molecular formula is C7H14O3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 5 Synthesis of methyl 2,2,3,3-tetrafluoropropyl carbonate (the compound of the formula [I] where R1 =H and R2 =1,1,2,2-tetrafluoroethyl) In a flask (500-ml volume) equipped with 10 distillation columns, 2,2,3,3-tetrafluoropropanol (100 g, 0.76 mol), dimethyl carbonate (205 g, 2.3 mol) and a 28% sodium methoxide/methanol solution (1.4 g) were charged. The flask was heated to 120 C. to allow the starting materials to react for 10 hours while removing the methanol from the distillation columns by evaporation. After allowing the mixture to cool to room temperature, an aqueous solution of ammonium chloride was added to the mixture and the mixture was shaken to remove the sodium methoxide. The organic layer was washed with water, dried and distilled to give methyl 2,2,3,3-tetrafluoropropyl carbonate as a colorless liquid (70 g, yield 49%). The chemical structure of the produced compound was determined based on the IR and NMR absorbance spectra shown in FIG. 9 and FIG. 10 respectively and the mass spectrometry spectrum (M/e=190). The absorbance peaks of IR and NMR are shown below. IR (neat): 2964 (C–H), 1764 (C=O), 1446, 1396, 1277, 1204, 1106, 994, 834, 787, 662, 580, 534 cm -1 NMR (CDCl3 soln., delta ppm): 3.86 (s, 3H, OCH3), 4.53 (t, 2H, J=12.5 Hz, OCH2 CF2 CF2 H), 5.90 (tt, 1H, J=53.1 Hz, H=4.3 Hz, OCH2 CF2 CF2 H)

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Mitsui Petrochemical Industries, Ltd.; Sony Corporation; US5659062; (1997); A;,
Ester – Wikipedia,
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Sources of common compounds: 22286-82-4

Application of 22286-82-4, A common heterocyclic compound, 22286-82-4, name is Ethyl 2-phenylacrylate, molecular formula is C11H12O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Application of 22286-82-4, A common heterocyclic compound, 22286-82-4, name is Ethyl 2-phenylacrylate, molecular formula is C11H12O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

N,N-diethylethanamine (0.0271 mol) was added at room temperature to a suspension of compound 17 (0.0129 mol) and ethyl alpha-methylenebenzeneacetate (0.0140 mol) in DMF (100 ml). The mixture was stirred at room temperature over the weekend. The solvent was evaporated. The residue was extracted with CH2Cl2/H2O. The mixture was separated into its layers. The precipitate in the organic layer was filtered off. Yielding: 2.6 g of ethyl 3-(aminocarbonyl)-6,11-dihydro-alpha-phenylspiro[5H-imidazo-[2,1-b][3]benzazepine-11,4′-piperidine]-1′-propanoate monohydrochloride (compound 64).

The synthetic route of 22286-82-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssens, Frans Eduard; Leenaerts, Joseph Elisabeth; US2005/26901; (2005); A1;,
Ester – Wikipedia,
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Extended knowledge of 1014645-87-4

Electric Literature of 1014645-87-4, These common heterocyclic compound, 1014645-87-4, name is Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Electric Literature of 1014645-87-4, These common heterocyclic compound, 1014645-87-4, name is Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Description 156: methyl 4-(1-(5-chloro-2-(3-(3-(piperazin-1- yl)phenoxy)azetidin-1 -yl)nico inamido)cyclopropyl)benzoate (D156)A suspension of 2-(3-(3-(4-(tert-butoxycarbonyl)piperazin-1 -yl)phenoxy)azetidin-1 – yl)-5-chloronicotinic acid (D1 10) (150 mg, 0.306 mmol), 1 -Hydroxybenzotriazole hydrate (47 mg, 0.306 mmol) and 1 -Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (88 mg, 0.46 mmol) in dimethylformamide (2ml) was stirred 40 min at room temperature. A solution of methyl 4-(1 -aminocyclopropyl)benzoate (D7) (68.9 mg, 0.306 mmol) and triethylamine (0.042ml, 0.306 mmol) in dimethylformamide (2ml) was added and the resulting mixture was stirred 40 min at room temperature. Water (2ml) was added and the resulting precipitate was collected by filtration and purified by Biotage column (1 Og) eluting with a mixture dichloromethane/ethylacetate from 100 /0 to 80/20. Collected fractions, after solvent evaporation, afforded tert-butyl 4-(3-((1 -(5-chloro-3-((1 -(4- (methoxycarbonyl)phenyl)cyclopropyl)carbamoyl)pyridin-2-yl)azetidin-3- yl)oxy)phenyl)piperazine-1 -carboxylate (135 mg)MS: (ES/+) m/z: 662.5 [MH+] C35H40CIN5O6 requires 661 .271 H NMR (400MHz ,DMSO-d6) delta = 9.25 (s, 1 H), 8.23 (d, J = 2.4 Hz, 1 H), 7.85 (d, J = 8.3 Hz, 2 H), 7.79 (d, J = 2.4 Hz, 1 H), 7.33 (d, J = 8.8 Hz, 2 H), 7.13 (t, J = 8.3 Hz, 1 H), 6.59 (d, J = 7.8 Hz, 1 H), 6.38 (s, 1 H), 6.20 (d, J = 5.9 Hz, 1 H), 5.04 (br. s., 1 H), 4.32 (dd, J = 6.4, 9.8 Hz, 2 H), 3.86 (s, 3 H), 3.80 (dd, J = 3.7, 10.0 Hz, 2 H), 3.43 (d, J = 4.9 Hz, 4 H), 3.14 – 3.04 (m, 4 H), 1 .42 (s, 9 H), 1 .33 (d, J = 2.9 Hz, 4 H)

Statistics shows that Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride is playing an increasingly important role. we look forward to future research findings about 1014645-87-4.

Reference:
Patent; ROTTAPHARM S.P.A.; BORRIELLO, Manuela; ROVATI, Lucio; STASI, Luigi Piero; BUZZI, Benedetta; COLACE, Fabrizio; WO2012/76063; (2012); A1;,
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Introduction of a new synthetic route about Methyl 3-chlorobenzoate

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2905-65-9, name is Methyl 3-chlorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2905-65-9

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2905-65-9, name is Methyl 3-chlorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2905-65-9

General procedure: To a solution of methyl ester of aromatic carboxylic acid 2 (0.1 mol) in methanol (30 mL), hydrazine hydrate (0.2 mol) was added drop wise with stirring. The resulting mixture was allowed to reflux for 8 h. After the completion of the reaction as monitored by TLC, the excess methanol was distilled off under reduced pressure. The resulting acid hydrazide 3 was washed with cold water, dried and recrystallized from ethanol.

The synthetic route of 2905-65-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Murty, Madugula S.R.; Katiki, Mohana R.; Rao, Busam R.; Narayanan, Sai S.; Anto, Ruby J.; Buddana, Sudhreer K.; Prakasham, Reddy S.; Devi, Bethala L.A.P.; Prasad, Rachapudi B.N.; Letters in drug design and discovery; vol. 13; 9; (2016); p. 968 – 981;,
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Continuously updated synthesis method about tert-Butyl 2-bromopropanoate

Synthetic Route of 39149-80-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 39149-80-9 name is tert-Butyl 2-bromopropanoate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Synthetic Route of 39149-80-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 39149-80-9 name is tert-Butyl 2-bromopropanoate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of tert-butyl [(li?,2No.)-l-(hydroxymethyl)-2,3-dihydro-lH-inden-2- yl]carbamate (Intermediate 6: 2.63 g, 10.0 mmol) in DCM (30 mL) was added tert-butyl- (2R/S)-bwmo propionate (2.6 g, 12.5 mmol), tetrabutylammonium hydrogen sulphate (850 mg, 2.5 mmol) and sodium hydroxide (9.6 mL, 50% w/v aqueous, 120.0 mmol) and the reaction stirred at ambient temperature for 3 h. Water (50 mL) was added and the mixture extracted with DCM (2 x 50 mL). The organic extracts were washed with water (25 mL), brine (25 mL), dried (MgSO4) and the volatiles removed under reduced pressure. The residue was purified by flash chromatography with (SiO2, wo-hexane:EtOAc, 3:1) gave the title compound (2.5 g, 64%) as an oil. 1H NMR delta (CDCl3): 1.42(m, 21Eta), 2.78(ddd, IH), 3.23(m, IH), 3.35(m, IH), 3.57(m, IH), 4.85(m, 2H), 4.14(m, IH), 4.9(m, IH), 7.17(m, 3H), 7.37(m, IH); MS m/z 414 (M+Na).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 2-bromopropanoate, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/82400; (2006); A1;,
Ester – Wikipedia,
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The origin of a common compound about Methyl cyclopentanecarboxylate

Reference of 4630-80-2, The chemical industry reduces the impact on the environment during synthesis 4630-80-2, name is Methyl cyclopentanecarboxylate, I believe this compound will play a more active role in future production and life.

Reference of 4630-80-2, The chemical industry reduces the impact on the environment during synthesis 4630-80-2, name is Methyl cyclopentanecarboxylate, I believe this compound will play a more active role in future production and life.

prparation of intermediate 6A:l-((benzyloxy)methyl)cyclopentanecarboxylic acid methyl esterCyclopentanecarboxylic acid methyl ester (1.28 g, 10 mmol) was dissolved in 20 mL of tetrahydrofuran, to which was added dropwise a tetrahydrofuran solution of KHMDS (3.0 g, 15 mmol) at -78 C under nitrogen protection. After the addition was completed, the reaction proceeded at -78 C for further 30 min, after which benzyl chloromethyl ether (2.03 g, 13 mmol) was added. The reaction solution was allowed to warm up to room temperature and reacted overnight. Water was added and the reaction solution was extracted with ethyl acetate. The organic phase was combined, dried, filtered, and rotary evaporated to give 1.69 g of colorless liquid 6A. Yield: 68.1%. The crude product was used directly in the next step without further purification.MS (ESI, m/z): [M+H]+: 249.1.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl cyclopentanecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BEIJING HANMI PHARMACEUTICAL CO., LTD; ZHANG, Bo; YANG, Jun; LIU, Jinming; HUANG, Hai; WU, Yong; TAO, Ran; XU, Jiangcheng; SHEN, Ning; MOON, Sunghwan; KIM, Maengsup; WO2013/56679; (2013); A1;,
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A new synthetic route of C9H19NO3

Reference of 1260092-46-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1260092-46-3, name is tert-Butyl 3-(2-aminoethoxy)propanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Reference of 1260092-46-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1260092-46-3, name is tert-Butyl 3-(2-aminoethoxy)propanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A solution of pomalidomide analogue (1 eq.), amine (1 eq.), and /V,/V-diisopropylethylamine (1.5 eq.) in DMF (2.0 ml per mmol of pomalidamide) was heated to 85 C in a microwave reactor for 40 min. After cooling to RT, the reaction was quenched with water and extracted with ethyl acetate (3X). The combined organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (eluted with hexanes/EtOAc: 0-100%) to give the desired /-Bu ester intermediate as oil. This intermediate was treated with a solution of hydrogen chloride in dioxane (4 M, 5 ml per mmol of pomalidamide) for overnight. After concentration under reduced pressure, the desired acid product was obtained as yellow oil.:_Synthesis of Intermediate 8. (0887) (0888) 3-(2-((2-(2,6-Dioxopiperidin-3-yl)-l,3-dioxoisoindolin-4-yl)amino)ethoxy) propanoic acid. /e/V-Butyl 3-(2-aminoethoxy)propanoate (1.0 g, 5.3 mmol) was used to prepare the title compound (500 mg, 24%) according to the above procedures. NMR (600 MHz, CD3OD) 5 7.54 (dd, = 8.3, 7.0, 1.2 Hz, 1H), 7.09 (d, 1H), 7.04 (d, .7= 7.0, 1.1 Hz, 1H), 5.05 (dd, 12.5, 5.4, 1.2 Hz, 1H), 3.75 (t, J= 6.2, 1.2 Hz, 2H), 3.65-3.69 (m, 2H), 3.45-3.49 (m, 2H), 2.88 – 2.82 (m, 1H), 2.76 – 2.70 (m, 2H), 2.56 (t, J= 6.2, 1.2 Hz, 2H), 2.10 (ddt, J= 14.9, 7.6, 3.7, 1.6 Hz, 1H). MS (ESI) m/z 390.2 [M+H]+.

The synthetic route of tert-Butyl 3-(2-aminoethoxy)propanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ICAHN SCHOOL OF MEDICINE AT MOUNT SINAI; JIN, Jian; LIU, Jing; SHEN, Yudao; GUCCIONE, Ernesto; WALSH, Martin; BOSCH, Almudena; SCHWARZ, Megan; (0 pag.)WO2019/165189; (2019); A1;,
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Application of 72594-86-6

Related Products of 72594-86-6,Some common heterocyclic compound, 72594-86-6, name is Benzyl tert-butyl malonate, molecular formula is C14H18O4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Related Products of 72594-86-6,Some common heterocyclic compound, 72594-86-6, name is Benzyl tert-butyl malonate, molecular formula is C14H18O4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

EXAMPLE 5 2-(2-Methylthioethyl)propenoic acid benzyl ester Sodium hydride (0.96 g, 50percent suspension in mineral oil) was added to a stirred solution of t-butyl benzyl malonate (5 g) in dry dimethylformamide (50 ml), maintained at 0°C under an atmosphere of nitrogen. After stirring for 15 minutes, 2-chloroethyl-methyl sulphide (2.21 g) in dimethylformamide (10 ml) was added dropwise, while the temperature of the reaction was maintained below 10°C. The reaction was allowed to warm to room temperature and stirred for 15 hours when water was cautiously added. The reaction mixture was extracted with ethyl acetate (2 x 100 ml), the ethyl acetate extracts were washed with water (4x), dried (Na2SO4) and evaporated to give 4-methylthio-2-t-butyloxycarbonyl-butanoic acid benzyl ester as an oil (6.4 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Benzyl tert-butyl malonate, its application will become more common.

Reference:
Patent; Pfizer Limited; EP274234; (1991); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics