西他沙星杂质16

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir:

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

实验步骤: A solution of ethyl 3-oxo-3-(2,4,5-trifluorophenyl)propanoate (0.326 g, 1.32 mmol) and N,N-dimethyformamide dimethyl acetal in ethanol (5 mL) was heated in a 90° C. oil bath for 3 hours. Upon removal of the volatiles, the residue was dissolved in EtOH (3 mL) and phenylhydrazine hydrochloride salt (191 mg, 1.324 mmol) was added. The mixture was then heated at reflux for 6 hours. The reaction was cooled and diluted with EtOAc and the organic layer was washed with NaHCO3 and brine. The organic phase was dried with Na2SO4, filtered and concentrated to afford the title compound as oil. Upon removal of the volatiles the residue was dissolved in EtOH (3 mL) The mixture was then heated at reflux for 6 hours The reaction was cooled the organic layer was washed with NaHCO3 and brine The organic phase was dried with Na2SO4 filtered concentrated

反应条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Potassium carbonate (153 mg, 1.10 mmol) was added to a stirred mixture of phenyl hydrazine HCl salt (160 mg, 1.10 mmol) and ethyl 3-oxo-3-(2,4,5-trifluorophenyl)propanoate (272 mg, 1.10 mmol) in EtOH (6 mL) and the mixture was heated at 70° C. for 1 hour. The solution was cooled to room temperature and was concentrated to give the title compound, which was taken on to the next step. The solution was cooled to room temperature was concentrated

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:115.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A solution of 7.88 g of 2,4,5-trifluoro-β-oxo-benzenepropanoic acid, ethyl ester, 8.15 ml of 98% triethoxymethane and 7.5 ml of acetic anhydride in a 50 ml of flask was connected through a short distillation head to a 160 mm vacuum source and heated at 115° C. for 3 hours. The solution was then evaporated in vacuo at 45° C. giving 9.67 g of α-(ethoxymethylene)-2,4,5-trifluoro-β-oxobenzenepropanoic acid, ethyl ester as a yellow oil. The solution was then evaporated in vacuo at 45° C.

反应条件: temp:115.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A solution of 7.88 g of 2,4,5-trifluoro-β-oxo-benzenepropanoic acid, ethyl ester, 8.15 ml of 98% triethoxymethane and 7.5 ml of acetic anhydride in a 50 ml of flask was connected through a short distillation head to a 160 mm vacuum source and heated at 115° C. for 3 hours. The solution was then evaporated in vacuo at 45° C. giving 9.67 g of α-(ethoxymethylene)-2,4,5-trifluoro-β-oxobenzenepropanoic acid, ethyl ester as a yellow oil. The solution was then evaporated in vacuo at 45° C.

反应条件: temp:102.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A solution of 23.8 g of (2,4,5-trifluorobenzoyl)propanedioic acid, diethyl ester, 2.7 ml of water and 740 ml of p-dioxane was placed in an oil bath and stirred at 102° C. for 7 hours. The solution was then evaporated to dryness, heptane was added and the mixture refrigerated overnight. The resulting crystals were collected, washed with 10 ml of cold heptane and dried, giving 10.8 g of 2,4,5-trifluoro-β-oxobenzenepropanoic acid, ethyl ester. The solution was then evaporated to dryness, heptane was added the mixture refrigerated overnight The resulting crystals were collected washed with 10 ml of cold heptane dried

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

实验步骤: A solution of ethyl 3-oxo-3-(2,4,5-trifluorophenyl)propanoate (0.326 g, 1.32 mmol) and N,N-dimethyformamide dimethyl acetal in ethanol (5 mL) was heated in a 90° C. oil bath for 3 hours. Upon removal of the volatiles, the residue was dissolved in EtOH (3 mL) and phenylhydrazine hydrochloride salt (191 mg, 1.324 mmol) was added. The mixture was then heated at reflux for 6 hours. The reaction was cooled and diluted with EtOAc and the organic layer was washed with NaHCO3 and brine. The organic phase was dried with Na2SO4, filtered and concentrated to afford the title compound as oil. Upon removal of the volatiles the residue was dissolved in EtOH (3 mL) The mixture was then heated at reflux for 6 hours The reaction was cooled the organic layer was washed with NaHCO3 and brine The organic phase was dried with Na2SO4 filtered concentrated

反应条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Potassium carbonate (153 mg, 1.10 mmol) was added to a stirred mixture of phenyl hydrazine HCl salt (160 mg, 1.10 mmol) and ethyl 3-oxo-3-(2,4,5-trifluorophenyl)propanoate (272 mg, 1.10 mmol) in EtOH (6 mL) and the mixture was heated at 70° C. for 1 hour. The solution was cooled to room temperature and was concentrated to give the title compound, which was taken on to the next step. The solution was cooled to room temperature was concentrated

反应条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Potassium carbonate (153 mg, 1.10 mmol) was added to a stirred mixture of phenyl hydrazine HCl salt (160 mg, 1.10 mmol) and ethyl 3-oxo-3-(2,4,5-trifluorophenyl)propanoate (272 mg, 1.10 mmol) in EtOH (6 mL) and the mixture was heated at 70° C. for 1 hour. The solution was cooled to room temperature and was concentrated to give the title compound, which was taken on to the next step. The solution was cooled to room temperature was concentrated