N-(3-chloro-2-methylphenyl)-4-fluorobenzenesulfonamide

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 449 mg of N-(3-chloro-2-methylphenyl)-4-fluorobenzenesulfonamide was dissolved in 3.00 mL of DMF, and 387 mg of 2-bromo-N-(4-methoxybenzyl)acetamide and 207 mg of potassium carbonate were added thereto, followed by stirring at room temperature overnight. To the reaction liquid was added an aqueous sodium hydrogen carbonate solution, followed by extraction with chloroform, and the organic layer was washed with brine, and then dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate) to obtain a product, which was crystallized from hexane/ethyl acetate to obtain 466 mg of N2-(3-chloro-2-methylphenyl)-N-(4-methoxybenzyl)-N2-[(4-fluorophenyl)sulfonyl]glycinamide. To the reaction liquid followed by extraction with chloroform the organic layer was washed with brine dried over anhydrous sodium sulfate The solvent was evaporated under reduced pressure the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate) to obtain a product, which was crystallized from hexane/ethyl acetate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 449 mg of N-(3-chloro-2-methylphenyl)-4-fluorobenzenesulfonamide was dissolved in 3.00 mL of DMF, and 387 mg of 2-bromo-N-(4-methoxybenzyl)acetamide and 207 mg of potassium carbonate were added thereto, followed by stirring at room temperature overnight. To the reaction liquid was added an aqueous sodium hydrogen carbonate solution, followed by extraction with chloroform, and the organic layer was washed with brine, and then dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate) to obtain a product, which was crystallized from hexane/ethyl acetate to obtain 466 mg of N2-(3-chloro-2-methylphenyl)-N-(4-methoxybenzyl)-N2-[(4-fluorophenyl)sulfonyl]glycinamide. To the reaction liquid followed by extraction with chloroform the organic layer was washed with brine dried over anhydrous sodium sulfate The solvent was evaporated under reduced pressure the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate) to obtain a product, which was crystallized from hexane/ethyl acetate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 449 mg of N-(3-chloro-2-methylphenyl)-4-fluorobenzenesulfonamide was dissolved in 3.00 mL of DMF, and 387 mg of 2-bromo-N-(4-methoxybenzyl)acetamide and 207 mg of potassium carbonate were added thereto, followed by stirring at room temperature overnight. To the reaction liquid was added an aqueous sodium hydrogen carbonate solution, followed by extraction with chloroform, and the organic layer was washed with brine, and then dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate) to obtain a product, which was crystallized from hexane/ethyl acetate to obtain 466 mg of N2-(3-chloro-2-methylphenyl)-N-(4-methoxybenzyl)-N2-[(4-fluorophenyl)sulfonyl]glycinamide. To the reaction liquid followed by extraction with chloroform the organic layer was washed with brine dried over anhydrous sodium sulfate The solvent was evaporated under reduced pressure the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate) to obtain a product, which was crystallized from hexane/ethyl acetate