4-(Chloromethyl)benzoyl chloride → HCID 86597265, compound

Participants

Reaction Steps

To a stirred suspension of 150 mg (0.56 mmol) 7-methoxy-4-morpholin-4-yl-thiazolo[5,4-c]pyridin-2-ylamine in 3 ml 1,2-dichloroethane and 3 ml THF at room temperature were added 0.29 ml (1.69 mmol) N-ethyldiisopropylamine and 117 mg (0.62 mmol) 4-(chloromethyl)benzoyl chloride and stirring continued at 80° C. for 2 h. The reaction mixture was then cooled to room temperature and concentrated in vacuo. Flash chromatography (ethyl acetate/heptane) afforded 157 mg (67%) 4-chloromethyl-N-(7-methoxy-4-morpholin-4-yl-thiazolo[5,4-c]pyridin-2-yl)-benzamide as a yellow solid. ES-MS m/e (%):421 (M{37Cl}+H+, 35), 419 (M{35Cl}+H+, 100).

Provenance & Evidence