Category: 1195768-18-3

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. 1195768-18-3 name is Methyl 3-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. 1195768-18-3

A 500 mL round-bottomed flask was charged with methyl 3-amino-2- fluorobenzoate (20 g, 1 18 mmol) and pyridine (10.52 mL, 130 mmol) in dichloromethane (DCM) (100 mL) to give a yellow/clear solution at 0 C. After 5 min, 1 -propanesulfonyl chloride (13.26 mL, 1 18 mmol) was added to the reaction and warmed to room temperature. After 24 h, the reaction mixture was diluted with EtOAc (200 mL) and concentrated to a volume of 50 mL. The reaction mixture was diluted with EtOAc (200 mL) and water (200 mL) and stirred. After stirring, the EtOAc layer was separated from the water layer. The EtOAc layer was diluted with water (200 mL). After stirring, the EtOAc layer was separated from the water layer. The EtOAc layer was dried over Na2SO4, filtered, and concentrated to 50 mL. While stirring, the reaction mixture was diluted with EtOAc (50 mL) and hexanes (200 mL) and stirred. The solids were filtered and washed with hexanes. The product was put into drying oven for 1 day to obtain methyl 2-fluoro-3- [(propylsulfonyl)amino]benzoate. 28.9 g (105 mmol, 89 % yield) MS: 276 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3-amino-2-fluorobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE LLC; ADAMS, Jerry, Leroy; FAITG, Thomas; KASPAREC, Jiri; PENG, Xin; RALPH, Jeffrey; RHEAULT, Tara Renae; WATERSON, Alex Gregory; WO2011/59610; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

1195768-18-3, name is Methyl 3-amino-2-fluorobenzoate, 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. Quality Control of Methyl 3-amino-2-fluorobenzoate

A stirred solution of methyl 3-amino-2-fluorobenzoate (7.32 g, 43.3 mmol) in pyridine (20 ml, 247 mmol) under argon was cooled in an ice-bath and treated portion-wise with 3,3,3-trifluoro-1 -propanesulfonyl chloride (10.0 g, 50.9 mmol) over 1 hour. The viscous orange-yellow mixture was magnetically stirred at room temperature overnight. The reaction mixture was partitioned between DCM and 4 M HCI (500 mL) and the separated organic phase was washed with water and brine (100 mL), dried (MgSO^, filtered andevaporated to obtain title compound (1 .82 g) a light purple solid.

The synthetic route of 1195768-18-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; ADAMS, Jerry, Leroy; FAITG, Thomas; KASPAREC, Jiri; PENG, Xin; RALPH, Jeffrey; RHEAULT, Tara Renae; WATERSON, Alex Gregory; WO2011/59610; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 1195768-18-3,Some common heterocyclic compound, 1195768-18-3, name is Methyl 3-amino-2-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.

Step A: methyl 3-{[(2,6-difluorophenyl)sulfonyl]amino}-2-fluorobenzoate Methyl 3-amino-2-fluorobenzoate (50 g, 1 eq) was charged to reactor followed by dichloromethane (250 mL, 5 vol). The contents were stirred and cooled to ~15C and pyridine (26.2 mL, 1.1 eq) was added. After addition of the pyridine, the reactor contents were adjusted to ~15C and the addition of 2,6-diflurorobenzenesulfonyl chloride (39.7 mL, 1.0 eq) was started via addition funnel. The temperature during addition was kept <25C. After complete addition, the reactor contents were warmed to 20-25C and held overnight. Ethyl acetate (150 mL) was added and dichloromethane was removed by distillation. Once distillation was complete, the reaction mixture was then diluted once more with ethyl acetate (5 vol) and concentrated. The reaction mixture was diluted with ethyl acetate (10 vol) and water (4 vol) and the contents heated to 50-55C with stirring until all solids dissolve. The layers were settled and separated. The organic layer was diluted with water (4 vol) and the contents heated to 50-55 for 20-30 min. The layers were settled and then separated and the ethyl acetate layer was evaporated under reduced pressure to ~3 volumes. Ethyl Acetate (5 vol.) was added and again evaporated under reduced pressure to ~3 volumes. Cyclohexane (9 vol) was then added to the reactor and the contents were heated to reflux for 30 min then cooled to 0 C. The solids were filtered and rinsed with cyclohexane (2 x 100 mL). The solids were air dried overnight to obtain methyl 3-{[(2,6-difluorophenyl)sulfonyl]amino}-2-fluorobenzoate (94.1 g, 91%). 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-2-fluorobenzoate, its application will become more common. Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; GRESHOCK, Joel David; HOOS, Axel; WO2015/87279; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 1195768-18-3, 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. 1195768-18-3, name is Methyl 3-amino-2-fluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To tetrahydrofuran (37.5mL of a) in the 2-fluoro-3-aminobenzoate ( 15.0g, 88.7mmol, 1.0eq.) and saturated aqueous sodium bicarbonate (120mL), and added dropwise allyl chloroformate (12.75g, 106mmol, 1.19eq.).The reaction was slowly warmed to room temperature.When TLC showed complete reaction, it was poured into water (800mL) and extracted with ethyl acetate.Extract was dried over sodium sulfate, filtered, and concentrated under reduced pressure to provide an amber liquid form of methyl 3 – [(allyloxy) carbonyl] amino-2-fluoro-benzoate (24.8 g of, 100% yield)

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

Reference:
Patent; Pulaixike Company; Zhang, Chao; Ibrahim, Prabha N; Nespi, Marika; Shi, Songyuan; Spevak, Wayne; Habets, Gaston G; Burton, Elizabeth A; Hirth, Klaus-Peter; (181 pag.)CN105228983; (2016); A;,
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. 1195768-18-3, name is Methyl 3-amino-2-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 1195768-18-3

Step A: methyl 3-{[(2,6-difluorophenyl)sulfonyl]amino}-2-fluorobenzoate: Methyl 3-amino-2-fluorobenzoate (50 g, 1 eq) was charged to reactor followed by dichloromethane (250 mL, 5 vol). The contents were stirred and cooled to -15 C and pyridine (26.2 mL, 1.1 eq) was added. After addition of the pyridine, the reactor contents were adjusted to ~15C and the addition of 2,6-diflurorobenzenesulfonyl chloride (39.7 mL, 1.0 eq) was started via addition funnel. The temperature during addition was kept <25 C. After complete addition, the reactor contents were warmed to 20-25 C and held overnight. Ethyl acetate (150 mL) was added and dichloromethane was removed by distillation. Once distillation was complete, the reaction mixture was then diluted once more with ethyl acetate (5 vol) and concentrated. The reaction mixture was diluted with ethyl acetate (10 vol) and water (4 vol) and the contents heated to 50-55 C with stirring until all solids dissolve. The layers were settled and separated. The organic layer was diluted with water (4 vol) and the contents heated to 50-55 C for 20-30 min. The layers were settled and then separated and the ethyl acetate layer was evaporated under reduced pressure to ~3 volumes. Ethyl Acetate (5 vol.) was added and again evaporated under reduced pressure to ~3 volumes. Cyclohexane (9 vol) was then added to the reactor and the contents were heated to reflux for 30 min then cooled to 0 C. The solids were filtered and rinsed with cyclohexane (2 x 100 mL). The solids were air dried overnight to obtain methyl 3- {[(2,6-difluorophenyl)sulfonyl]amino}-2-fluorobenzoate (94.1 g, 91%). According to the analysis of related databases, 1195768-18-3, the application of this compound in the production field has become more and more popular. Reference:
Patent; NOVARTIS AG; CAPONIGRO, Giordano; HORN-SPIROHN, Thomas; LEHAR, Joseph; (49 pag.)WO2017/37587; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 1195768-18-3, 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. 1195768-18-3 name is Methyl 3-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.

To an ice-cold solution of (2S,4R)-l-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2- carboxylic acid (1.24 g) in DCM (25 mL), was added l-chloro-N,N,2-trimethylprop-l-en-l- amine (0.845 mL, 1.2 equiv) dropwise with stirring. The stirring was continued for 3 hours at this temperature. Methyl 3-amino-2-fluorobenzoate (0.9 g) was then added followed by DIEA (2.78 mL, 3 equiv). The cooling bath was removed and the reaction mixture was stirred overnight at rt. The solvent was co-evaporated with MeOH (3 mL). The remaining residue was then dissolved in chloroform (30 mL) and washed successively with cold 1 N aq HC1 (3 x 20 mL), water (30 mL), and a saturated aq NaHCCb solution (30 mL). The organic layer was dried (Na2S04) and concentrated under reduced pressure to afford the title compound as an amber oil. Used without purification for the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3-amino-2-fluorobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (447 pag.)WO2017/35408; (2017); 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. 1195768-18-3, name is Methyl 3-amino-2-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., category: esters-buliding-blocks

General procedure: To a solution of PTMA (1d) (29.0 mg, 0.10 mmol) and aminobenzoates 2 (1.5 mmol or 0.20 mmol) in DMF (1.0 mL) at room temperature were added Et3N or pyridine (0.42 mmol) and HATU(76.1 mg, 0.20 mmol). The mixture was stirred at room temperature overnight and monitored by TLC. Then brine (10 mL) was added.The resulting mixture was extracted with EtOAc (3 5.0 mL), andthe combined organic portions were dried over anhydrous sodium sulfate and concentrated in vacuo. compounds 3 were finally prepared through flash column chromatography (eluent: EtOAc/lightpetroleum ether 1:20e5:1).

According to the analysis of related databases, 1195768-18-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Qiu, Lin; Tian, Kai; Pan, Jian; Jiang, Lin; Yang, Hu; Zhu, Xiangcheng; Shen, Ben; Duan, Yanwen; Huang, Yong; Tetrahedron; vol. 73; 6; (2017); p. 771 – 775;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 1195768-18-3 name is Methyl 3-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. 1195768-18-3

A 500 mL round-bottomed flask was charged with methyl 3-amino-2- fluorobenzoate (20 g, 1 18 mmol) and pyridine (10.52 mL, 130 mmol) in dichloromethane (DCM) (100 mL) to give a yellow/clear solution at 0 C. After 5 min, 1 -propanesulfonyl chloride (13.26 mL, 1 18 mmol) was added to the reaction and warmed to room temperature. After 24 h, the reaction mixture was diluted with EtOAc (200 mL) and concentrated to a volume of 50 mL. The reaction mixture was diluted with EtOAc (200 mL) and water (200 mL) and stirred. After stirring, the EtOAc layer was separated from the water layer. The EtOAc layer was diluted with water (200 mL). After stirring, the EtOAc layer was separated from the water layer. The EtOAc layer was dried over Na2SO4, filtered, and concentrated to 50 mL. While stirring, the reaction mixture was diluted with EtOAc (50 mL) and hexanes (200 mL) and stirred. The solids were filtered and washed with hexanes. The product was put into drying oven for 1 day to obtain methyl 2-fluoro-3- [(propylsulfonyl)amino]benzoate. 28.9 g (105 mmol, 89 % yield) MS: 276 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3-amino-2-fluorobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE LLC; ADAMS, Jerry, Leroy; FAITG, Thomas; KASPAREC, Jiri; PENG, Xin; RALPH, Jeffrey; RHEAULT, Tara Renae; WATERSON, Alex Gregory; WO2011/59610; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

1195768-18-3, A common heterocyclic compound, 1195768-18-3, name is Methyl 3-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.

To the reaction flask were added methyl 2-fluoro-3-aminobenzoate (20 g, 118.23 mmol), bromomethylcyclopropane (20.75 g, 153.70 mmol), N,N-dimethylformamide (200 mL) , stirred under reflux for 16 h, monitored by TLC to reactionWhen not in progress, turn off the heat and end the reaction. After the reaction mixture was cooled to room temperature, water (200 mL) was added, and the mixture was evaporated.Purification by column chromatography (eluent: petroleum ether: ethyl acetate = 10:1) afforded pale-yellow liquid product 2-fluoro-(3-(cyclopropylmethyl)amino)benzoic acid methyl ester (13 g, yield 49.39%).

The synthetic route of 1195768-18-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Taihe International Trade Co., Ltd.; Lv Liang; Liu Jiyong; Xiang Juncheng; Ma Wenjing; Zhou Liqi; Hou Shuang; Ni Jueping; Li Zongcheng; (56 pag.)CN108586279; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics