Month: May 2021

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 39622-80-5, name is Dimethyl 2-bromoisophthalate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 39622-80-5

Diagram 2. Synthesis of Naproxen C0 (compound 9). Reactants and conditions: i/KMnO4 (2.0 equiv.), tBuOH/H2O (1/1), reflux, 4 hrs, then KMnO4 (2.0 equiv.), reflux, 16 hrs; ii/ MeOH, conc. H2SO4, reflux, 16 hrs; iii/ dimethyl 2-bromoisophthalate 6 (0.92 equiv.), Pd(PPh3)4 (0.03 equiv.), aq. Na2CO3 (4.2 equiv., 2 M), DME/EtOH, reflux, 16 hrs; iv/ aq. LiOH (7.2 equiv., 1 M), THF, reflux, 4 hrs.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 39622-80-5.

Reference:
Patent; Institut National de la Recherche Agronimique; Slama Schwok, Anny; Delmas, Bernard; Quideau, Stephane; Bertrand, Helene; Tarus, Bogdan; US2014/163107; (2014); A1;,
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Related Products of 344-14-9, 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. 344-14-9, name is Dimethyl 2-fluoromalonate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

First, put a stirrer in a 35 mL sealed tube, and then add 2-methyl-1-butene-3-yne (32 muL, 0.33 mmol), 0.9 mL tetrahydrofuran (0.9 mL), and 2-chloroacetamido Quinoline (66.2mg, 0.3mmol), dimethyl 2-fluoromalonate (70.4mg, 0.45mmol), to this mixed solution were added CuI (5.7mg, 0.03mmol) and Cs2CO3 (117.3mg, 0.36mmol), charge N2 for 3 minutes with a glass tube connected to nitrogen, fully drive out the air, seal the nozzle with a cock, and stir the reaction at 800C for 1.5 hours. After the reaction is completed, the system is cooled to room temperature and added to the reaction system. 2ml of distilled water was extracted with ethyl acetate. The organic phases were combined, and the solvent of the organic phase was distilled off under reduced pressure. 84.1 mg of product 4e was separated by silica gel column chromatography. The yield was 70%.

The synthetic route of Dimethyl 2-fluoromalonate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anyang Normal University; Lv Yunhe; Pu Weiya; Wang Xin; Wang Xiaoxing; (15 pag.)CN110627718; (2019); A;,
Ester – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 344-14-9, name is Dimethyl 2-fluoromalonate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 344-14-9, Product Details of 344-14-9

Part A: 5-Fluoro-6-hydroxy-2,4(1H,3H)-pyrimidinedione. A mechanically stirred solution of urea (60.06 g, 1 mol) and dimethyl fluoromalonate (150.1 1 g, 1 mol) in methanol (1 L) was treated with 25 wt% NaOMe in methanol (-4.6M, 435 mL, 2 mol). The mixture was refluxed for 3 h and then allowed to cool to room temperature. The mixture was filtered, the wet cake was dissolved in warm water (-1.2L), and the resulting aqueous solution was acidified with concentrated aqueous HCI(-160 mL) to pH = 2 while stirring over 1 h. The mixture was allowed to cool to room temperature, and the product was filtered and washed thoroughly with water, then dried under vacuum to give 5-fluoro-6-hydroxy-2,4(1 H,3H)-pyrimidinedione (80 g, 55%) as a white solid. LCMS: (M+H)+: 147.0.

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, Dimethyl 2-fluoromalonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/61879; (2009); A1;,
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Synthetic Route of 18595-12-5, These common heterocyclic compound, 18595-12-5, name is Methyl 5-amino-2-methylbenzoate, 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.

Step 1 Preparation of 1-[1-(2-toluoylmethyl)-2-oxo-5-pivaloyl-8-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl]-3-(3-methoxycarbonyl-4-methylphenyl)urea Methyl 5-amino-2-methylbenzoate (223 mg) was dissolved in tetrahydrofuran (30 ml), under ice-cooling triphosgene (135 mg) was added, triethylamine (116 mul) was added thereto five times every 3 minutes, the mixture was stirred for 10 minutes at same temperature. Subsequently, a solution of 1-(2-toluoylmethyl)-2-oxo-3-amino-5-pivaloyl-8-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine (500 mg) in tetrahydrofuran (20 ml) was added dropwise, stirred for 30 minutes at same temperature, and then stirred for 3 hours at room temperature. The reaction mixture was concentrated under reduced pressure, water (50 ml) was added, and extracted with methylene chloride. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography(chloroform:ethyl acetate=10:1), to thereby obtain 271 mg of the titled compound. 1H-NMR(CDCl3) delta: 1.04(9H, s), 2.39(3H, s), 2.50(3H, s), 2.52(3H, s), 3.83(3H, s), 3.96(1H, dd), 4.34(1H, t), 4.43(1H, d), 4.79-4.89(1H, m), 5.50(1H, d), 6.01(1H, d), 6.89(1H, brs), 7.03(1H, s), 7.03-7.35(6H, m), 7.43(1H, t), 7.69(1H, d), 7.88(1H, d)

Statistics shows that Methyl 5-amino-2-methylbenzoate is playing an increasingly important role. we look forward to future research findings about 18595-12-5.

Reference:
Patent; Zeria Pharmaceutical Co., Ltd.; US6239131; (2001); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 849758-12-9, A common heterocyclic compound, 849758-12-9, name is Methyl 4-bromo-3-fluorobenzoate, molecular formula is C8H6BrFO2, 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.

To a solution of methyl 4-bromo-3-fluorobenzoate (526 mg, 2.26 mmol) in dioxane (10 mL) and H20 (2 mL) were added tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)- 1H-pyrazole- 1 -carboxylate (797 mg, 2.71 mmol), K3P04 (958 mg, 4.51 mmol) and XPhos-G2-Pd-preCat (35.5 mg, 0.045 mmol) at rt. The reaction was stirred under N2 at 60 C overnight. The reaction mixture was diluted with EtOAc,washed with H20 and brine. The organic phase was dried over Na2SO4, filtered and concentrated. The crude product was purified by normal phase chromatography to give two products as white solids. Intermediate 151A (463 mg, 64%): ?H NMR (400MHz, CDC13) oe 8.51 (d,J=1.5 Hz, 1H), 8.10 (s, 1H), 7.84 (dd,J=8.1, 1.5 Hz, 1H), 7.79 (dd, J=11.4, 1.5 Hz, 1H), 7.63 (t,J=7.8 Hz, 1H), 3.92 (s, 3H), 1.68 (s, 9H). LC-MS(ESI) m/z:321.0 [M+H]. Intermediate 151B (175 mg, 35%): ?H NMR (400MHz, CDC13)oe 8.06(d, J=1.8 Hz, 2H), 7.85 (dd,J=8.1, 1.8 Hz, 1H), 7.80 (dd,J11.7, 1.5 Hz, 1H), 7.66 (t,J7.7 Hz, 1H), 3.94 (s, 3H). LC-MS(ESI) m/z: 221.0 [M+H].

The synthetic route of 849758-12-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LADZIATA, Vladimir; GLUNZ, Peter W.; HU, Zilun; WANG, Yufeng; (0 pag.)WO2016/10950; (2016); A1;,
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Electric Literature of 33689-29-1,Some common heterocyclic compound, 33689-29-1, name is Methyl 1-hydroxycyclopropanecarboxylate, molecular formula is C5H8O3, 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.

To a solution of methyl 1-hydroxycyclopropanecarboxylate (0.741 mL, 8.61 mmol) was added diisopropylcarbamic chloride (1.550 g, 9.47 mmol) and DIEA (2.256 mL, 12.92 mmol) in DCM (15 mL). The resulting solution was stirred at rt for 2 h, then diluted with DCM and the organic layer was washed with 1 N HC1,water and brine, dried (Mg504), filtered and concentrated. The residue was purified via Biotage (15% to 30% EtOAc/Hex; 25 g column) to yield Cap L-9 Step a (0.66 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 1-hydroxycyclopropanecarboxylate, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HEWAWASAM, Piyasena; LOPEZ, Omar D.; TU, Yong; WANG, Alan Xiangdong; XU, Ningning; KADOW, John F.; MEANWELL, Nicholas A.; GUPTA, Samayamunthula Venkata Satya Arun Kumar; KUMAR, Indasi J. Gopi; PUNUGUPATI, Suresh Kumar; BELEMA, Makonen; WO2015/5901; (2015); A1;,
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Ester – an overview | ScienceDirect Topics

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. 57381-59-6, name is Methyl 5-bromo-2-fluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 57381-59-6

Compound 33b (24.00 g, 102.99 mmol) was dissolved in methanol (300 mL), and N,N-dimethylformamide (100 mL), triethylamine (100 mL), and [1,1-bis(diphenylphosphino)ferrocene]dichloropalladium (12.62g, 15.45 mmol) were added successively. The reaction mixture was stirred under a carbon monoxide atmosphere (50 psi) for 16 hr at 80 C, filtered, concentrated under reduced pressure to dryness, diluted with 100 mL of water, and extracted with ethyl acetate (500 mL×2). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, concentrated under reduced pressure to dryness, and purified by silica gel column chromatography (petroleum ether/ethyl acetate=100-0%) to give Compound 33c (11.00 g). 1H NMR (400 MHz, CDCl3) delta3.95(s, 3H), 3.97(s, 3H), 7.20-7.24 (m, 1H), 8.21-8.23 (m, 1H), 8.63-8.65 (m, 1H). MS-ESI calculated value [M+ H]+ 213, measured value 213.

The synthetic route of 57381-59-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co., Ltd.; Medshine Discovery Inc.; CHEN, Bin; YAO, Yuanshan; CHEN, Yuan; LI, Ao; XU, Ran; HUANG, Zhensheng; TIAN, Dongdong; LI, Hongwei; YANG, Chengshuai; LI, Jian; CHEN, Shuhui; (69 pag.)EP3489235; (2019); A1;,
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These common heterocyclic compound, 35180-01-9, name is Chloromethyl isopropyl carbonate, 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 In Synthesis of Chloromethyl isopropyl carbonate

After pretreating the crude tenofovir obtained in step S02,And 16L N-methylpyrrolidone, 4.44kg of triethylamine, after stirring evenly,Start to warm to 50 C, stir, add 11.15 kg of isopropyl chloromethyl carbonate,After stirring, the reaction was completely quenched by cooling, and after cooling, 12 L of cyclohexane was added twice.Stir, centrifuge, layer, discard the upper layer of cyclohexane, and transfer the filtrate from the lower layer to the reaction vessel.Add 30 L of water and 20 L of ethyl acetate, stir for 30 minutes, and let stand for stratification.The aqueous layer was extracted once with 10 L of ethyl acetate.Add 1.0 kg of anhydrous sodium sulfate, stir dry, centrifuge,The filtrate is transferred to the transfer reactor in batches, concentrated under reduced pressure, and the concentrate is transferred to the reaction vessel.Tenofovir disoproxil give crude ester.

The synthetic route of Chloromethyl isopropyl carbonate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Kexing Biological Products Co., Ltd.; Zhang Yun; Hao Zhihai; Qiu Duxian; Wang Cuicui; Cui Ning; (24 pag.)CN108586532; (2018); A;,
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Related Products of 18595-18-1,Some common heterocyclic compound, 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, molecular formula is C9H11NO2, 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.

In a 500-ml three-necked flask with mechanical stirrer, 20 g (121 mmol) of 3-amino-4-methylbenzoic acid methyl ester, 17.14 g ammonium tetrafluoroborate and 217 ml water are cooled to 0 C. and then 24.6 ml concentrated hydrochloric acid is added dropwise. Then a solution of 8.35 g (121.1 mmol) of sodium nitrite in 21.7 ml water is added dropwise within 20 min and stirring is continued for 40 min at 3 C. It is filtered with suction through a frit and the filter cake is mixed with methanol (100 ml), dried and then mixed with methyl-tert.-butyl ether and dried again. After vacuum drying we obtain 26.99 g (84% of th.) of the diazonium tetrafluoroborate salt, which is used further without further purification. For the production of the corresponding indazole derivative, 26.99 g of the diazonium salt (102.2 mmol) is suspended in 500 ml dichloromethane in a 1 l round-bottom flask and 1.43 g (5.4 mmol) of 18-crown-6-ether and 22.8 g (232.1 mmol) of potassium acetate are added at RT and stirred for 3 h at RT. 100 ml water is added to the suspension, the dichloromethane phase is removed and the aqueous phase is extracted once more with dichloromethane. The combined organic phases are washed with 50 ml water and dried over sodium sulphate. Chromatography on silica gel with cyclohexane/ethyl acetate gives 17.54 g (97% of th.) of the product as a solid. LCMS (method 1): Rt=1.41 min (m/z=177 (M+H)+) 1H-NMR (400 MHz, DMSO-d6): delta=13.95 (s, 1H), 8.18 (d, 2H), 7.89 (d, 1H), 7.68 (d, 1H), 3.90 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-amino-4-methylbenzoate, its application will become more common.

Reference:
Patent; BAYER HEALTHCARE AG; US2010/105663; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 52727-57-8, These common heterocyclic compound, 52727-57-8, name is Methyl 2-amino-5-bromobenzoate, 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.

To a mixture of methyl 2-amino-5-bromobenzoate (2.32 g, 10.1 mmol), 4-fluorophenylboronic acid (1.70 g, 12.1 mmol, 1.20 equiv), PdCl2(amphos)2 (79.0 mg, 0.112mmol, 1.1 mol %), and tripotassium phosphate n-hydrate (3.28 g, ca. 12 mmol, ca. 1.2 equiv)were added 1,4-dioxane (40 mL) and H2O (4 mL) at room temperature and the mixture washeated at 100 C with stirring for 16 h. After cooling to room temperature, the mixture wasconcentrated under reduced pressure. The mixture was extracted with EtOAc (10 mL × 3),and the combined organic extract was washed with brine (5 mL), dried (Na2SO4), and, afterfiltration, the filtrate was concentrated under reduced pressure. The residue was purified byrecrystallization from n-hexane to give methyl 2-amino-5-(4-fluorophenyl)benzoate (2.01 g,8.20 mmol, 82.0%) as a pale yellow solid.

Statistics shows that Methyl 2-amino-5-bromobenzoate is playing an increasingly important role. we look forward to future research findings about 52727-57-8.

Reference:
Article; Nakamura, Yu; Yoshida, Suguru; Hosoya, Takamitsu; Chemistry Letters; vol. 46; 6; (2017); p. 858 – 861;,
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