Acetyl chloride → HCID 68817311, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-piperidine-4-carboxylic acid ethyl ester (0.7 g, 1.44 mmol) in CH2Cl2 (10 mL) and TEA (0.4 mL, 2.89 mmol) at 0° C. was added acetyl chloride (0.113 mL, 1.59 mmol). The reaction was allowed to warm to 25° C. over 19 h. The reaction was then taken up in CH2Cl2 (50 mL) and washed with 1N HCl (5 mL) and water (5 mL). The organics were washed with saturated aqueous sodium chloride (30 mL), dried over MgSO4, filtered and concentrated. The residue was purified by Biotage Flash 40S chromatography, eluting with 2:1 ethyl acetate-hexanes, to provide 1-acetyl-4-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-piperidine-4-carboxylic acid ethyl ester as a white solid (0.4 g, 53%). MS: 526 (M+H)+

Provenance & Evidence