Month: January 2021

Synthetic Route of 773134-11-5, 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. 773134-11-5, name is Methyl 4-bromo-2,6-difluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

To a 50 mL round-bottom flask was added (1S,4S,5R)-5-[[4-cyclopropyl-l-(2,6- dichlorophenyl)-1H-pyrazol-5-yl]methoxy]-2-azabicyclo[2.2.1]heptane li (117 mg, 0.31 mmol, 1.00 equiv.), toluene (3 mL), methyl 4-bromo-2,6-difluorobenzoate (85 mg, 0.34 mmol, 1.10 equiv.), Ruphos precatalyst (53 mg, 0.06 mmol, 0.20 equiv.), Ruphos (29 mg, 0.06 mmol, 0.20 equiv.), and Cs2CO3 (303 mg, 0.93 mmol, 3.00 equiv.). The resulting mixture was heated at 110C overnight and concentrated under vacuum. The residue was purified by silica gel column chromatography eluting with ethyl acetate/petroleum ether (1 : 1) to give methyl 4-[(1S,4S,5R)-5- [[4-cyclopropyl-l-(2,6-dichlorophenyl)-1H-pyrazol-5-yl]methoxy]-2-azabicyclo[2.2.1]heptan-2- yl]-2,6-difluorobenzoate 3a (80 mg, 47%) as a light yellow solid.

The chemical industry reduces the impact on the environment during synthesis Methyl 4-bromo-2,6-difluorobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; (231 pag.)WO2019/55808; (2019); A1;,
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Application of 55666-42-7, A common heterocyclic compound, 55666-42-7, name is tert-Butyl 2-bromobenzoate, molecular formula is C11H13BrO2, 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.

tert-Butyl 2-bromobenzoate (800 mg, 3.11 mmol) and anhydrous THF (5 mL) were added to a dried flask under an argon atmosphere. The mixture was cooled to -78 C., and then 1 M sec-butyllithium (2.0 mmol) was added thereto, and the mixture was stirred for 20 minutes. 3,6-DiOTBDMS-Si-xanthone (40.0 mg, 0.0802 mmol) dissolved in anhydrous THF (5 mL) was slowly added to the mixture at the same temperature, and the mixture was brought to room temperature. The mixture was stirred at room temperature for 30 minutes, and then 2 N hydrochloric acid (10 mL) was added thereto, and the mixture was stirred for 20 minutes. The mixture was extracted with dichloromethane, and the organic layer was washed with brine, and dried over sodium sulfate. The solvent was removed, then trifluoroacetic acid (TFA, 3 mL) was added to the residue, and the mixture was stirred at room temperature for 1 hour. The solvent was removed, and then the residue was purified by HPLC to obtain 2-COOH TM (13.6 mg, 0.0358 mmol, yield 45%). (0205) 1H-NMR (300 MHz, CD3COCD3): delta 0.56 (s, 3H), 0.64 (s, 3H), 6.76 (dd, 2H J=2.9, 8.8 Hz), 6.83 (d, 2H, J=8.8 Hz), 7.23 (d, 2H J=2.9 Hz), 7.38 (d, 1H, J=7.3 Hz), 7.67 (td, 111, J=1.5, 7.3 Hz), 7.80 (td, 1H, J=1.5, 7.3 Hz), 7.94 (dd, 1H, J=1.5, 7.3 Hz) (0206) 13C-NMR (100 MHz, CD3COCD3): delta -1.4, 0.2, 91.1, 117.6, 121.1, 125.5, 126.3, 127.0, 129.3, 130.1, 135.1, 136.7, 138.2, 155.3, 157.7, 170.4 (0207) HRMS (ESI+): m/z Found 375.1018. calculated 375.1053 for [M+H]+ (-3.5 mmu)

The synthetic route of 55666-42-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE UNIVERSITY OF TOKYO; Nagano, Tetsuo; Hanaoka, Kenjiro; Koide, Yuichiro; Egawa, Takahiro; US9170266; (2015); B2;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 606-45-1, name is Methyl 2-methoxybenzoate, A new synthetic method of this compound is introduced below., Formula: C9H10O3

General procedure: Different substituted carboxylic acids (20 mmol) (A) were stirred with thionyl chloride (100 mmol) in dry methanol (75 ml) or 5-6 h to synthesize corresponding methyl esters (B) (Scheme1). After extraction of esters in chloroform, solvent was evaporated and esters (66 mmol) were refluxed with hydrazine hydrate(330 mmol) in ethanol (75 ml) for 4-5 h. A solid was obtained upon removal of the solvent by rotary evaporation. The resulting solid was washed with hexane to afford hydrazide ligand (C). The spectral and analytical data are given below.

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:
Article; Ain, Qurrat Ul; Ashiq, Uzma; Jamal, Rifat Ara; Mahrooof-Tahir, Mohammad; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 115; (2013); p. 683 – 689;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 5164-76-1, name is Dimethyl pent-2-enedioate, A new synthetic method of this compound is introduced below., SDS of cas: 5164-76-1

General procedure: The crude aryl diazonium tosylate 9 thus obtained was dissolved or suspended in MeOH (30 mL). Dimethyl glutaconate (1.45 mL, 10.0 mmol) and Pd(OAc)2 (112 mg, 0.5 mmol) were successively added while stirring. After stirring at r.t. for 15 h, the mixture was concentrated under reduced pressure and partitioned between CH2Cl2 (40 mL) and H2O (25 mL). The organic layer was washed with brine, dried (Na2SO4), and concentrated in vacuo. The residue was briefly fractionated on SiO2 using CH2Cl2 or CH2Cl2- acetone (5:1) as eluent. Fractions containing arylation product were pooled and concentrated to give compound 10 of at least 90% purity (according to 1H NMR analysis). It was used in the next step without further purification.

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:
Article; Dar’In, Dmitry; Kantin, Grigory; Bakulina, Olga; ?alubovskis, Raivis; Krasavin, Mikhail; Synthesis; vol. 51; 10; (2019); p. 2230 – 2236;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 34529-06-1, name is Dimethyl 3-aminophthalate, A new synthetic method of this compound is introduced below., Quality Control of Dimethyl 3-aminophthalate

To a stired solution of 3-amino-phthalic acid dimethyl ester (8.23 g, 39.32 mmol) in methylene chloride (200 ml) under a nitrogen atmosphere, 2-furaldehyde (8.14 ml, 98.30 mmol) and acetic acid (13.57 ml, 235.92 mmol) were added. The mixture was stirred for 5 minutes, followed by addition of sodium triacetoxyborohydride (25 g, 117.96 mmol). The reaction was sitirred overnight, washed with water (2¡Á200 ml), saturated aqueous sodium bicarbonate (2¡Á200 ml), and brine (200 ml), and dried over MgSO4. The solvent was evaporated in vacuo to give a brown oil (12.42 g), which was used directly without purification.

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; Muller, George W.; Man, Hon-Wah; US2006/25457; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

3697-68-5, name is Ethyl 1-(hydroxymethyl)cyclopropanecarboxylate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C7H12O3

To a solution of Preparation 232 1-hydroxymethyl-cyclopropanecarboxylic acid ethyl ester (3.00 g, 21.00 mmol) in dichloromethane (50 ml), at 0 C., was added saturated sodium hydrogen carbonate solution (50 ml), followed by TEMPO (659 mg, 4.00 mmol) and sodium bromide (400 mg, 4.00 mmol). After stirring for 5 min, sodium hypochlorite solution (10%, 14.00 mmol) was added slowly, followed by saturated sodium thiosulphate solution (50 ml). The two layers were separated and the aqueous layer was extracted with dichloromethane. The combined organic phases were dried (MgSO4) and concentrated in vacuo to give the titled compound (3.00 g). 1H-NMR (CDCl3): 1.25-1.35 (3H), 1.55-1.64 (4H), 4.21-4.30 (2H), 10.39-10.41 (1H)

The synthetic route of 3697-68-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Billen, Denis; Boyle, Jessica; Critcher, Douglas James; Gethin, David Morris; Hall, Kim Thomas; Kyne, Graham Michael; US2006/287365; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 10602-03-6, name is Ethyl 4-ethynylbenzoate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 10602-03-6

General procedure: n-BuLi (4.70mL, 1.6M in hexane, 7.57mmol, 1.0equiv) was added dropwise to a solution of acetylene (7.57mmol, 1.0equiv) in 7.6mL of dry THF at -78C under a nitrogen atmosphere. After 60min at this temperature, trimethylborate (1.10g, 11.3mmol, 1.5equiv) was added dropwise at -30C. The mixture was stirred at this temperature for 60min and slowly allowed to warm to room temperature within another 60min. A saturated 4.5M aqueous solution of potassium hydrogen difluoride (KHF2) (10.1mL, 45.3mmol, 6.0equiv) was added at -20C to the vigorously stirred solution. The resulting mixture was continued to stir for 60min at -20C after which it was allowed to warm to room temperature for 60min. The solvent was removed under reduced pressure, and the resulting white solid was dried under high vacuum to remove water. The solid was washed first with acetone and then with hot acetone. The solution was concentrated to afford a white solid. The solid was dissolved in minimum amount of hot acetone, precipitated by adding methyl tert-butyl ether (MTBE), after which the solution was cooled to -20C to complete precipitation of the solid. The product was collected as an off white solid 2a-o in 40-80% yield.

According to the analysis of related databases, 10602-03-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Dubbaka, Srinivas Reddy; Nizalapur, Shashidhar; Atthunuri, Azmi Reddy; Salla, Manohar; Mathew, Thresen; Tetrahedron; vol. 70; 12; (2014); p. 2118 – 2121;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 3196-23-4, 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. 3196-23-4, name is Methyl 1-bromocyclohexanecarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

a. Benzhydryl 2-(2-tritylaminothiazol-4-yl)-(Z)-2-(1-methoxycarbonylcyclohexyloxyimino)acetate Benzhydryl 2-(2-tritylaminothiazol-4-yl)-(Z)-2-(hydroxyimino)acetate (2.0 g) was treated with methyl 1-bromocyclohexane carboxylate as described in Example 5a to give the title compound (1.7 g, 69%) as a white solid, m.p. 180-182 C. (ethyl acetate/hexane). [Found: C: 73.73; H: 5.60; N: 5.69. C45 H41 N3 O5 S requires C: 73.45; H: 5.62; N: 5.71%] numax (KBr) 3406, 2945, 1751, and 1528cm-1, deltaH (CDCl3) 1.36 (5H, m), 1.72 (3H, m), 2.00 (2H, m), 3.69 (3H, s), 6.46 (1H, s), 6.71 (1H, s), 7.15 (1H, s), 7.29 and 7.34 (25H, m).

The synthetic route of Methyl 1-bromocyclohexanecarboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beecham Group P.L.C.; US4816452; (1989); A;,
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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. 394-35-4, name is Methyl 2-fluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H7FO2

General procedure: Substituted benzoic acid (1.0 mmol) was dissolved in thionylchloride and refluxed for 2 h, then the solvent was removed underreduced pressure to obtain the white solid. The white solid in methanol was added concentrated sulfuric acid (1 mL) and themixture was refluxed for 4 h, the solvent was removed to obtaincrude solid. The crude solid was extracted with ethyl acetate andwater. The solvents were evaporated to afford the pure product.Finally, the pure product was dissolved in ethanol, and the hydrazinehydrate was added. The mixture was refluxed for 9 h, and thesolvent was removed

The synthetic route of 394-35-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lian, Zhi-Min; Sun, Juan; Zhu, Hai-Liang; Journal of Molecular Structure; vol. 1117; (2016); p. 8 – 16;,
Ester – Wikipedia,
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Electric Literature of 619-42-1,Some common heterocyclic compound, 619-42-1, name is Methyl 4-bromobenzoate, molecular formula is C8H7BrO2, 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.

A stirred solution at room temperature of methyl 4-bromobenzoate (8.84 g, 41.11 [MMOL),] Pd [(PPH3)] 2Cl2 (840 mg, 1.20 [MMOL)] and Cul (455 mg, 2.39 [MMOL)] in anhydrous THF (200 ml) was saturated with nitrogen for 15 min. Then, the solution under nitrogen was cooled down at [0C,] and [TRIMETHYLSILYLACETYLENE] (7.2 [ML,] 50.91 [MMOL)] and triethylamine (22 [ML,] 157.8 [MMOL)] were added successively. The reaction mixture was allowed to warm up at room temperature. After 2 h, Pd [(PPH3)] 2Cl2 (100 mg) and Cul (80 mg) and trimethylsilylacetylene (0.5 ml) were added again, and the reaction mixture was stirred overnight. Then, the reaction mixture was diluted with AcOEt and successively washed with a saturated aqueous solution of NH4CI and brine, dried over [MGS04,] filtered and concentrated. The crude residue was then purified by flash chromatography on silica gel (AcOEt/hexane: [5/95010/90)] to afford the title compound XXXI (9.05 g, 38.95 [MMOL,] 94% yield) as a yellow sticky [SOLID. 1H] NMR: (400 MHz, CDCl3) 8 [(PPM)] : AB system [(8A] = 7.67, AB = 7.22, JAB = 8.5 Hz, 4H), 3.63 (s, 3H), 0.00 (s, 9H).

The synthetic route of 619-42-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; METHYLGENE INC.; WO2004/35525; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics