Category: 56741-34-5

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. 56741-34-5, name is Methyl 5-amino-2-fluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of Methyl 5-amino-2-fluorobenzoate

General procedure: To a solution of 11a (500 mg, 1.85 mmol) in acetone (10 mL) was added 12 (380 mg, 1.85 mmol) and pyridine (0.45 mL, 5.54 mmol).The mixture was stirred at 55 C for 1 h. The mixture was concentrated,diluted with ethyl acetate and washed with 1M HCl and brine twice.Then, the ethyl acetate layer was dried over anhydrous sodium sulfate andconcentrated to give the crude product. The crude product was purified bysilica column eluting with petroleum ether/ethyl acetate (5/1-2/1) to givethe desired product (0.33 g, yield 44.3%) as grey solid

The synthetic route of 56741-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; He, Yulong; Dou, Huixia; Gao, Dingding; Wang, Ting; Zhang, Mingming; Wang, Heyao; Li, Yingxia; Bioorganic and Medicinal Chemistry; vol. 27; 19; (2019);,
Ester – Wikipedia,
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Reference of 56741-34-5, 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. 56741-34-5 name is Methyl 5-amino-2-fluorobenzoate, 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.

Step A: Methyl 5-{[(2,6-difluorophenyl)carbonyl]amino}-2-fluorobenzoate; To a solution of methyl 5-amino-2-fluorobenzoate (2.5 g, 14.8 mmol) (prepared according to literature precedence) in DCM (100 mL) at 0 0C, 2,6-difluorobenzoyl chloride (1.85 mL, 14.8 mmol) was added and the solution was allowed to stir for 30 min. The reaction mixture was quenched with H2O (50 mL). The organic layer was then washed with 1M NaOH (50 mL), dried over MgSO4, filtered and evaporated onto silica gel. The title compound of Step A was purified by chromatography, (25-100% EtOAc in hexanes). The title compound of Step A was obtained as a white solid in 69% yield (3.17 g). MS (ESI): 309.99 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 5-amino-2-fluorobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/76140; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 56741-34-5, 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. 56741-34-5, name is Methyl 5-amino-2-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of compound 11a (154 mg, 1.0 mmol) in anhydrous CH2Cl2 (10 mL) was added 3,5-dichlorobenzoyl chloride (209 mg, 1.0 mmol) and pyridine (241 mL 3.0 mmol) under ice bath. After stirring at room temperature for about 8 h, the solvent was removed in vacuum. The resulting residue was dissolved in NaOH (1 M) water solution (3 mL) and CH3OH (3 mL) and stirred for another 2 h. Then the solvent was removed under vacuum, and the residue was acidied to pH 2 or below with HCl (1 M) water solution. The solution was extracted with ethyl acetate twice and the combined organics were dried over anhydrous sodium sulfate and concentrated in vacuum. The resulting residue was puried by silica gel chromatography to give the desired compound as a white solid (234 mg, yield 85.0%)

The chemical industry reduces the impact on the environment during synthesis Methyl 5-amino-2-fluorobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Gao, Ding-Ding; Dou, Hui-Xia; Su, Hai-Xia; Zhang, Ming-Ming; Wang, Ting; Liu, Qiu-Feng; Cai, Hai-Yan; Ding, Hai-Peng; Yang, Zhuo; Zhu, Wei-Liang; Xu, Ye-Chun; Wang, He-Yao; Li, Ying-Xia; European Journal of Medicinal Chemistry; vol. 154; (2018); p. 44 – 59;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 56741-34-5 as follows. name: Methyl 5-amino-2-fluorobenzoate

EXAMPLE 8 Methyl 2-bromo-3-(3-methoxycarbonyl-4-fluorophenyl)propionate To a solution of methyl 5-amino-2-fluorobenzoate (4.12 g) in 47% hydrobromic acid (11.4 ml), methanol (20 ml) and acetone (50 ml), a solution of sodium nitrite (1.88 g) in water (3 ml) was slowly added dropwise under cooling with salt-ice and stirring so as to keep an internal temperature of not higher than -5 C. After stirred for 30 minutes as it was, ice bath was removed, methyl acrylate (13.3 ml) was added, and cuprous oxide (225 mg) was added little by little while stirring vigorously. After no nitrogen became to generate, the reaction liquor was concentrated under reduced pressure. The residue was dissolved into ethyl acetate, washed with water, saturated aqueous solution of sodium hydrogencarbonate and water in order, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by means of silica gel column chromatography (developing solvent; n-hexane:ethyl acetate=10:1) to obtain 3.48 g (45%) of aimed compound as an oily material. 1 H NMR (CDCl3), delta: 3.25 (1H, dd, J=7.3, 14.6 Hz), 3.46 (1H, dd, J=7.8, 14.2 Hz), 3.75 (3H, s), 3.93 (3H, s), 4.38 (1H, t, J=7.8 Hz), 7.09 (1H, dd, J=8.8, 10.8 Hz), 7.38 (1H, ddd, J=2.4, 4.4, 8.8 Hz), 7.80 (1H, dd, J=2.4, 6.3 Hz) MS(m/z): 318, 320 (M+)

According to the analysis of related databases, 56741-34-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kyorin Pharameuticals Co., Ltd.; US6001862; (1999); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 56741-34-5, 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. 56741-34-5, name is Methyl 5-amino-2-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Step 3 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-fluorophenyl)urea Methyl 5-amino-2-fluorobenzoate (241 mg) was dissolved in tetrahydrofuran (43 ml), under ice-cooling triphosgene (142 mg) was added and triethylamine (123 mul) were added five times every 3 minutes, a solution of 1-(2-toluoylmethyl)-2-oxo-3-amino-5-pivaloyl-8-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine (528 mg) in tetrahydrofuran (20 ml) was added thereto, and the mixture was allowed to come to room temperature and stirred at room temperature for 2 hours. 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, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography(n-hexane:ethyl acetate=2:1), to thereby obtain 543 mg of the titled compound (Yield: 69.3%). 1H-NMR(CDCl3) delta: 1.05(9H, s), 2.39(3H, s), 2.47(3H, s), 3.84(3H, s), 3.84-3.39(1H, m), 4.39(1H, t), 4.45(1H, d), 4.84-4.92(1H, m), 5.55(1H, d), 6.57(1H, d), 6.91(1H, dd), 7.02(1H, s), 7.11-7.29(4H, m), 7.38-7.45(3H, m), 7.68(1H, d), 7.86(1H, dd)

The chemical industry reduces the impact on the environment during synthesis Methyl 5-amino-2-fluorobenzoate. I believe this compound will play a more active role in future production and life.

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

These common heterocyclic compound, 56741-34-5, name is Methyl 5-amino-2-fluorobenzoate, 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. SDS of cas: 56741-34-5

Dissolve intermediate 1b (0.36g, 1.26mmol) in acetone solution,The reactants 1c (214 mg, 1.26 mmol) and pyridine (0.254 ml, 3.16 mmol) were added sequentially.Then, the reaction solution was heated to reflux at 60 degrees for 2h, and the reaction was monitored by mass spectrometry.The reaction solution was spin-dried and dissolved in ethyl acetate, washed with 1M hydrochloric acid solution in turn,After washing with saturated sodium chloride and drying over anhydrous sodium sulfate, the crude intermediate 1d was obtained.1d crude product was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 5 / 1-2 / 1) to obtain 1d pure product (330mg, yield 62.5%),

The synthetic route of Methyl 5-amino-2-fluorobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fudan University; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; He Yulong; Wang Heyao; Li Yingxia; Dou Huixia; (68 pag.)CN110903224; (2020); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 56741-34-5 as follows. HPLC of Formula: C8H8FNO2

[00326] To a stirred solution of methyl 5-amino-2-fluorobenzoate (500 mg, 2.99 mmol) in DCM (20 mL) at 0 C, was added 3,4-difluorobenzoyl chloride (410 mu, 3.26 mmol) followed by TEA (1.0 mL, 7.48 mmol). The mixture was allowed to warm to rt and stirred for 72 h. The mixture was diluted with water and the organic layer separated and concentrated under reduced pressure. The obtained solid was purified via trituration with Et20 to afford compound 1 (782 mg, 84%) as a white solid. 1H MR (400 MHz, DMSO-i): delta 10.53 (s, 1H), 8.35 (m, 1H), 8.00 – 8.10 (m, 2H), 7.88 (m, 1H), 7.66 (m, 1H), 7.38 (m, 1H), 3.85 (s, 3H); LCMS Mass: 310.0 (M++l).

According to the analysis of related databases, 56741-34-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SIDECAR THERAPEUTICS, INC.; ROWBOTTOM, Martin W.; (183 pag.)WO2018/183122; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 56741-34-5, A common heterocyclic compound, 56741-34-5, name is Methyl 5-amino-2-fluorobenzoate, molecular formula is C8H8FNO2, 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.

General procedure: To a solution of 11a (500 mg, 1.85 mmol) in acetone (10 mL) was added 12 (380 mg, 1.85 mmol) and pyridine (0.45 mL, 5.54 mmol).The mixture was stirred at 55 C for 1 h. The mixture was concentrated,diluted with ethyl acetate and washed with 1M HCl and brine twice.Then, the ethyl acetate layer was dried over anhydrous sodium sulfate andconcentrated to give the crude product. The crude product was purified bysilica column eluting with petroleum ether/ethyl acetate (5/1-2/1) to givethe desired product (0.33 g, yield 44.3%) as grey solid

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; He, Yulong; Dou, Huixia; Gao, Dingding; Wang, Ting; Zhang, Mingming; Wang, Heyao; Li, Yingxia; Bioorganic and Medicinal Chemistry; vol. 27; 19; (2019);,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 56741-34-5, name is Methyl 5-amino-2-fluorobenzoate, 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 56741-34-5, Quality Control of Methyl 5-amino-2-fluorobenzoate

Step C : Methyl 5-amino-2-fluorobenzoate (5.21g, 30. 8MMOL) was added to a solution of concentrated sulfuric acid (45mL) in water (110ML). The resulting mixture was heated at 80C for 20min then cooled to 0C and treated dropwise with a solution of NaNO2 (2.34g, 33. 9MMOL) in lOmL of water. After stirring for 30MIN, a solution OF KI (7.16g, 43. 1MMOL) in 20mL of water was added. The reaction mixture was then warmed to rt and stirred overnight under a nitrogen atmosphere. Then the reaction mixture was stirred at 70C for 15MIN, cooled to rt, and extracted twice with ether. The combined ethereal layers were washed four times with water, once with brine, dried over anhydrous MgSO4, filtered, and concentrated. Purification by flash chromatography (silica, 10% ethyl ACETATE/HEXANES) provided methyl 2-FLUORO-5-IODOBENZOATE. LH NMR (500 MHz, CDC13) 8 8.25 (dd, 1H), 7.82 (M, 1H), 6.94 (dd, IH), 3.95 (s, 3H). ESI-MS calc. for C8H6FI02 : 280; Found: 281 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 5-amino-2-fluorobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2004/92124; (2004); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 56741-34-5, name is Methyl 5-amino-2-fluorobenzoate, A new synthetic method of this compound is introduced below., Safety of Methyl 5-amino-2-fluorobenzoate

General procedure: To a solution of 11a (500 mg, 1.85 mmol) in acetone (10 mL) was added 12 (380 mg, 1.85 mmol) and pyridine (0.45 mL, 5.54 mmol).The mixture was stirred at 55 C for 1 h. The mixture was concentrated,diluted with ethyl acetate and washed with 1M HCl and brine twice.Then, the ethyl acetate layer was dried over anhydrous sodium sulfate andconcentrated to give the crude product. The crude product was purified bysilica column eluting with petroleum ether/ethyl acetate (5/1-2/1) to givethe desired product (0.33 g, yield 44.3%) as grey solid

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; He, Yulong; Dou, Huixia; Gao, Dingding; Wang, Ting; Zhang, Mingming; Wang, Heyao; Li, Yingxia; Bioorganic and Medicinal Chemistry; vol. 27; 19; (2019);,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics