Category: 185629-32-7

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. 185629-32-7, name is Methyl 4-amino-3-fluorobenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 4-amino-3-fluorobenzoate

Example 38A Methyl 4-{[(6-bromo-3-methyl-2-phenylquinolin-4-yl)carbonyl]amino}-3-fluorobenzoate (0496) (0497) 1.00 g (2.55 mmol) of the compound from example 2A were dissolved in 10 ml of 49 DMF. To the solution were added 474 mg (2.80 mmol) of 158 methyl 4-amino-3-fluorobenzoate and 429 mg (3.82 mmol) of 153 potassium tert-butoxide. The reaction mixture was stirred at RT for 1 h and then stirred into a mixture of 50 ml of 44 ice-water, 50 ml of 159 ammonium chloride solution and 100 ml of 61 ethyl acetate. The organic phase was removed, washed twice with water and once with saturated sodium chloride solution, and dried over magnesium sulfate. The solvent was removed under reduced pressure and the residue was purified by means of column chromatography (silica gel, eluent: 5% ethyl acetate/95% cyclohexane?15% ethyl acetate/85% cyclohexane?45% ethyl acetate/55% 160 cyclohexane, Biotage). The product-containing fractions were concentrated and the residue was stirred in 10 ml of 45 tert-butyl methyl ether. The solids were filtered off, washed twice with 5 ml of tert-butyl methyl ether and then stirred in 4 ml of ethyl acetate for three days. The solids were then filtered off again and dried under reduced pressure. 810 mg (64% of theory, 99% purity) of the 161 title compound were obtained. (0498) 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=11.10 (s, 1H), 8.27 (t, 1H), 8.05 (d, 1H), 7.99 (d, 1H), 7.95-7.90 (m, 2H), 7.85 (dd, 1H), 7.64-7.62 (m, 2H), 7.58-7.51 (m, 3H), 3.89 (s, 3H), 2.43 (s, 3H). (0499) LC/MS (Method 1, ESIpos): Rt=1.27 min, m/z=493/495 [M+H]+.

The synthetic route of 185629-32-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Pharma Aktiengesekkschaft; BECK, Hartmut; THALER, Tobias; KAST, Raimund; MEIBOM, Daniel; MEININGHAUS, Mark; TERJUNG, Carsten; DELBECK, Martina; LUSTIG, Klemens; MUENSTER, Uwe; OLENIK, Britta; (100 pag.)US2017/260140; (2017); A1;,
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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. 185629-32-7, name is Methyl 4-amino-3-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methyl 4-amino-3-fluorobenzoate

3.101. Compound 95: 4-{[4-(Cyclopropanecarbonyl-amino)-l-methyl-lH-imidazo[4,5- c]pyridin-6-yl]-methyl-amino}-3-difluoromethoxy-5-fluoro-benzamide 3.101.1. Step i): 4-Amino-3-fluoro-5-iodo-benzoic acid methyl ester Iodine (1 eq, 3.76 g) is dissolved in EtOH (80 mL) at room temperature followed by the addition of 4-amino-3-fluoro-benzoic acid methyl ester (1 eq, 2.5 g) and silver sulfate (1 eq, 4.61 g). After lh, the silver salts are filtered off and the filtrate is concentrated under reduced pressure. The residue is dissolved in DCM and washed with sat. Na2S203, passed through a phase separator and concentrated to afford the desired product that is used as such in the next step.

According to the analysis of related databases, 185629-32-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GALAPAGOS NV; MENET, Christel, Jeanne, Marie; MAMMOLITI, Oscar; QUINTON, Evelyne; JOANNESSE, Caroline, Martine, Andree-Marie; DE BLIECK, Ann; BLANC, Javier; (263 pag.)WO2017/12647; (2017); A1;,
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Some common heterocyclic compound, 185629-32-7, name is Methyl 4-amino-3-fluorobenzoate, molecular formula is C8H8FNO2, 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. Safety of Methyl 4-amino-3-fluorobenzoate

General procedure: To a solution 15 (490 mg, 1.0 eq, 0.92 mmol) in CH2Cl2 (50 mL) was added HATU (525 mg, 1.5 eq, 1.38 mmol), 4-methylmorpholine (0.30 mL, 3.0 eq, 2.8 mmol) and methyl 3-aminobenzoate hydrochloride (208 mg, 1.2 eq, 1.1 mmol). The reaction mixture was stirred at room temperature overnight. After the solvent was concentrated in vacuo, the residue was purified by chromatography (petroleum ether/acetone = 3/1) to afford compound 16 as white solid (360 mg, 59%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 185629-32-7, its application will become more common.

Reference:
Article; Chen, Yue-Ting; Tang, Chun-Lan; Ma, Wei-Ping; Gao, Li-Xin; Wei, Yi; Zhang, Wei; Li, Jing-Ya; Li, Jia; Nan, Fa-Jun; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 399 – 412;,
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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. 185629-32-7, name is Methyl 4-amino-3-fluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of Methyl 4-amino-3-fluorobenzoate

4-Amino-3-fluorophenylhydrazide. Methyl 4-amino-3 -fluorob enzoate (250 mg, 1.48 mmols) was added to a 10 mL round bottom flask with stir bar, followed by addition of anhydrous hydrazine (500 1iL, 15.9 mmols). The reaction was then heated to 70C under N2 for 15 hours. After cooling, the mixture was poured into deionized water (40 mL), and the resulting precipitate was filtered and rinsed with additional water (50 mL) to give the product as a tan solid (130 mg, 52%). ?HNIVIR (400 MHz; DMSO-d6) = 9.41 (s, 1H), 7.48 (dd, J=12.8 Hz, 1.7 Hz, 1H), 7.43 (dd, J= 8.6, 1.7 Hz, 1H), 6.74 (t, J= 8.6 Hz, 1H), 5.66 (br, 2H),4.36 (br s, 2H). ?3C NIVIR (100 MFIz; DMSO-d6) 5= 165.4, 149.5 (d, J= 236.8 Hz), 139.5 (d,J 12.9 Hz), 124.0, 120.3 (d, J 4.8 Hz), 114.8 (d, J 3.9 Hz), 113.7 (d, J 19.6 Hz). ?9FNMR (376 IVIHz; DMSO-d6) = -136.96 (dd, J= 12.0, 9.2 Hz). Referenced againstCF3COOHat -76.55 ppm. (ESI) m/z calcd for C7H8FN3O (M) 169.0645, found 169.1001.

The synthetic route of 185629-32-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; RAIKHEL, Natasha, V.; HICKS, Glenn, R.; ZHANG, Chunhua; (107 pag.)WO2017/49016; (2017); A1;,
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. 185629-32-7, name is Methyl 4-amino-3-fluorobenzoate, A new synthetic method of this compound is introduced below., Safety of Methyl 4-amino-3-fluorobenzoate

j00495J To a solution of methyl 4.-ainino-3-fluorohenzoate (500 mg, 3 mrnol) and DIPEA (1.65 mL, 9 mmol) in MeCN (5 mL) was added acryloyl chloride (320 mg, 16 mmoi) dropwise at 0 C. The reaction was stirred at ii for I h, then Na2CO3 aq.(sat,) was added, the resulting mixture was extracted with DCM (20 rnL x 2). The combined organic layer was concentrated and recrvstalized from EA to give YLIUi)1 164 (190 mg, 28 %) as white solid, LCMS (mz): 224 [M + 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; DANA-FARBER CANCER INSTITUTE, INC.; HAO, Mingfeng; GRAY, Nathanael, S.; ZHANG, Tinghu; KWIATKOWSKI, Nicholas, P.; (307 pag.)WO2017/44858; (2017); A2;,
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. 185629-32-7, name is Methyl 4-amino-3-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8FNO2

To a 1L round-bottom flask was added methyl 4-amino-3-fluorobenzoate 30a (20 g, 118.24 mmol, 1.0 equiv.), AcOH (400 mL), and NaSCN (38.34 g, 473.33 mmol, 4.0 equiv.). The mixture was cooled at 0 C, and bromine (18.7 g, 117.01 mmol, 1.0 equiv) was added dropwise with stirring. The reaction mixture was stirred at 0 C for 2 hours, then at 30C for 3 days. 400 mL of water was added, the pH value of the solution was adjusted to 9 using sodium hydroxide. Solids were collected by filtration and dried in an oven under reduced pressure, to give 28 g (crude) of methyl 2-amino-4-fluoro-l,3-benzothiazole-6-carboxylate 30b as a yellow solid. The crude product was carried onto the next step without further purification.

According to the analysis of related databases, 185629-32-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; (231 pag.)WO2019/55808; (2019); A1;,
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. 185629-32-7, name is Methyl 4-amino-3-fluorobenzoate, A new synthetic method of this compound is introduced below., COA of Formula: C8H8FNO2

[1416] To a solution of EW-2 (14.74 g, 86.96 mmol, 1 eq) in EtOH (150 mL) and H2O (100 mL) were added CaCO3 (15.67 g, 156.53 mmol, 1.8 eq) and IC1 (21.18 g, 130.44 mmol, 6.66 mL, 1.5 eq). The mixture was stirred at 25C. for 36 hr to give a brown suspension. TLC showed the desired spot found. The reaction was diluted with saturated NaHCO3 (200 mL) and extracted with EtOAc (150 mL3). The combine organic layers were washed with brine (100 mL) and dried over sodium sulfate, filtered and concentrated to give the crude product. The crude product was purified by flash column (SiO2, EtOAc in PE from 0 to 30%) to give EW-3 . 1H NMR (400 MHz, CDCl3) delta ppm 8.15 (s, 1H), 7.62-7.68 (m, 1H), 4.59 (br s, 2H), 3.88 (s, 3H).

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; Ferro Therapeutics, Inc.; Jiang, Chun; Chen, Ruihong; Pandey, Anjali; Kalita, Biswajit; Duraiswamy, Athisayamani Jeyaraj; (293 pag.)US2019/263802; (2019); A1;,
Ester – Wikipedia,
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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 185629-32-7 as follows. name: Methyl 4-amino-3-fluorobenzoate

Example 79A Methyl 4-{[(6-bromo-5-chloro-3-methyl-2-phenylquinolin-4-yl)carbonyl]amino}-3-fluorobenzoate (0654) (0655) To a solution of 357 mg (0.84 mmol) of the compound from example 78A and 156 mg (0.92 mmol) of 158 methyl 4-amino-3-fluorobenzoate in 1.0 ml of 49 DMF under argon was added 0.84 ml (0.84 mmol) of a 1 M solution of 153 potassium tert-butoxide in 163 THF. The mixture was stirred at RT for 2.5 h. Subsequently, another 0.84 ml (0.84 mmol) of a 1 M solution of potassium tert-butoxide in THF was added, and stirring of the mixture was continued at RT overnight. Thereafter, the mixture was admixed with 30 ml of 10% 83 aqueous citric acid solution and 30 ml of 43 water. The precipitate formed was filtered off, washed twice with 10 ml of water and dried under reduced pressure. 289 mg of a 283 product batch were obtained, in which the title compound, by LC/MS analysis, was present in 4% purity (3% of theory). This material was used in subsequent reactions without further purification. (0656) LC/MS (Method 23, ESIpos): Rt=4.16 min, m/z=527/529 [M+H]+.

According to the analysis of related databases, 185629-32-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Pharma Aktiengesekkschaft; BECK, Hartmut; THALER, Tobias; KAST, Raimund; MEIBOM, Daniel; MEININGHAUS, Mark; TERJUNG, Carsten; DELBECK, Martina; LUSTIG, Klemens; MUENSTER, Uwe; OLENIK, Britta; (100 pag.)US2017/260140; (2017); A1;,
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. 185629-32-7, name is Methyl 4-amino-3-fluorobenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 4-amino-3-fluorobenzoate

General procedure: To a solution of the corresponding methyl 4-aminobenzoate (1, 2.5 mmol) in 20 mL of DCM was added pyridine (600 mg, 7.5 mmol) and benzo[c][l,2,5]thiadiazole-4-sulfonyl chloride (585 mg, 2.5 mmol). The resulting mixture was stirred at 50C overnight. After removal of DCM, the residue was partitioned between water and EtOAc. The organic layer was washed with 2 N HC1, water and brine, dried over Na2S04 and concentrated to give crude product 2, which was confirmed by LCMS, and used in the next reaction 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:
Patent; AGIOS PHARMACEUTICALS, INC.; POPOVICI-MULLER, Janeta; ZAHLER, Robert; YE, Zhixiong; WO2014/139144; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics