2,3,4三氟苯甲酸甲酯

反应条件: temp:55.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a stirred solution of 4.28 g (22.5 mmol) 2.3.4-Trifluoro-benzoic acid methyl ester (Apollo) and 60.0 ml dimethylsulphoxid were added 2.23 g (27.0 mmol) dimethylamine hydrochloride and 6.54 g (47.3 mmol) potassium carbonate. The reaction mixture was stirred for 5 h at 55° C. in an autoclave and was reduced with high vacuum rotation evaporator at 65° C. The residue was diluted with dichloromethane, washed twice with water. The combined water phases were extracted with dichloromethane. The combined dichloromethane phases were washed with diluted sodium hydrogen carbonate solution, dried with sodium sulphate and concentrated. The oily crude was purified by column chromatography and the desired product 5a was obtained in 69% yield (3.34 g, 15.5 mmol). was reduced with high vacuum rotation evaporator at 65° C The residue was diluted with dichloromethane washed twice with water The combined water phases were extracted with dichloromethane The combined dichloromethane phases were washed with diluted sodium hydrogen carbonate solution dried with sodium sulphate concentrated The oily crude was purified by column chromatography

反应条件: temp:24.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Methyl 3,4-difluoro-2-(methylamino)benzoate. A mixture of methyl 2,3,4-trifluorobenzoate (available from Oakwood Products, West Columbia, S.C.) (5.00 g, 26 mmol), and potassium carbonate (4.0 g, 29 mmol) was treated with 2M methylamine in THF (17 mL, 34 mmol), and stirred at 24° C. for 18 hours. The mixture was diluted with EtOAc, washed with water, dried over MgSO4, and evaporated. The crude product was purified by flash chromatography (EtOAc/hexanes) to give the title compound. MS (ESI) m/z: Calculated; 201.2: Observed; 202.1. 1H NMR (300 MHz, CDCl3) δ ppm 7.54-7.67 (1H, m), 6.26-6.43 (1H, m), 3.94 (1H, s), 3.84 (3H, s), 3.15 (3H, dd, J=6.8, 5.5 Hz). washed with water dried over MgSO4 evaporated The crude product was purified by flash chromatography (EtOAc/hexanes)

反应条件: temp:24.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Methyl 3,4-difluoro-2-(methylamino)benzoate. A mixture of methyl 2,3,4-trifluorobenzoate (available from Oakwood Products, West Columbia, S.C.) (5.00 g, 26 mmol), and potassium carbonate (4.0 g, 29 mmol) was treated with 2M methylamine in THF (17 mL, 34 mmol), and stirred at 24° C. for 18 hours. The mixture was diluted with EtOAc, washed with water, dried over MgSO4, and evaporated. The crude product was purified by flash chromatography (EtOAc/hexanes) to give the title compound. MS (ESI) m/z: Calculated; 201.2: Observed; 202.1. 1H NMR (300 MHz, CDCl3) δ ppm 7.54-7.67 (1H, m), 6.26-6.43 (1H, m), 3.94 (1H, s), 3.84 (3H, s), 3.15 (3H, dd, J=6.8, 5.5 Hz). washed with water dried over MgSO4 evaporated The crude product was purified by flash chromatography (EtOAc/hexanes)

反应条件: temp:24.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Methyl 3,4-difluoro-2-(methylamino)benzoate. A mixture of methyl 2,3,4-trifluorobenzoate (available from Oakwood Products, West Columbia, S.C.) (5.00 g, 26 mmol), and potassium carbonate (4.0 g, 29 mmol) was treated with 2M methylamine in THF (17 mL, 34 mmol), and stirred at 24° C. for 18 hours. The mixture was diluted with EtOAc, washed with water, dried over MgSO4, and evaporated. The crude product was purified by flash chromatography (EtOAc/hexanes) to give the title compound. MS (ESI) m/z: Calculated; 201.2: Observed; 202.1. 1H NMR (300 MHz, CDCl3) δ ppm 7.54-7.67 (1H, m), 6.26-6.43 (1H, m), 3.94 (1H, s), 3.84 (3H, s), 3.15 (3H, dd, J=6.8, 5.5 Hz). washed with water dried over MgSO4 evaporated The crude product was purified by flash chromatography (EtOAc/hexanes)

反应条件: temp:55.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a stirred solution of 4.28 g (22.5 mmol) 2.3.4-Trifluoro-benzoic acid methyl ester (Apollo) and 60.0 ml dimethylsulphoxid were added 2.23 g (27.0 mmol) dimethylamine hydrochloride and 6.54 g (47.3 mmol) potassium carbonate. The reaction mixture was stirred for 5 h at 55° C. in an autoclave and was reduced with high vacuum rotation evaporator at 65° C. The residue was diluted with dichloromethane, washed twice with water. The combined water phases were extracted with dichloromethane. The combined dichloromethane phases were washed with diluted sodium hydrogen carbonate solution, dried with sodium sulphate and concentrated. The oily crude was purified by column chromatography and the desired product 5a was obtained in 69% yield (3.34 g, 15.5 mmol). was reduced with high vacuum rotation evaporator at 65° C The residue was diluted with dichloromethane washed twice with water The combined water phases were extracted with dichloromethane The combined dichloromethane phases were washed with diluted sodium hydrogen carbonate solution dried with sodium sulphate concentrated The oily crude was purified by column chromatography

反应条件: temp:24.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Methyl 3,4-difluoro-2-(methylamino)benzoate. A mixture of methyl 2,3,4-trifluorobenzoate (available from Oakwood Products, West Columbia, S.C.) (5.00 g, 26 mmol), and potassium carbonate (4.0 g, 29 mmol) was treated with 2M methylamine in THF (17 mL, 34 mmol), and stirred at 24° C. for 18 hours. The mixture was diluted with EtOAc, washed with water, dried over MgSO4, and evaporated. The crude product was purified by flash chromatography (EtOAc/hexanes) to give the title compound. MS (ESI) m/z: Calculated; 201.2: Observed; 202.1. 1H NMR (300 MHz, CDCl3) δ ppm 7.54-7.67 (1H, m), 6.26-6.43 (1H, m), 3.94 (1H, s), 3.84 (3H, s), 3.15 (3H, dd, J=6.8, 5.5 Hz). washed with water dried over MgSO4 evaporated The crude product was purified by flash chromatography (EtOAc/hexanes)