4-Methylmorpholine → HCID 11596214, compound

Participants

Reaction Steps

To a stirred solution of 79 mg (0.56 mmol) 4-fluoro-benzoic acid in 4 ml THF were added 225 mg (0.59 mmol) HATU and 0.12 ml (1.13 mmol) N-methylmorpholine and stirring continued at 30° C. for 8 h. 75 mg (0.28 mmol) 7-methoxy-4-morpholin-4-yl-thiazolo[5,4-c]pyridin-2-ylamine was then added and stirring continued at 35° C. for 48 h. The reaction mixture was then partitioned between tetrahydrofuran and saturated brine. The organic phases was dried over sodium sulfate and concentrated in vacuo. Flash chromatography (ethyl acetate/heptane) followed by trituration in ether afforded 62 mg (56%) 4-fluoro-N-(7-methoxy-4-morpholin-4-yl-thiazolo[5,4-c]pyridin-2-yl)-benzamide as a white crystalline solid. ES-MS m/e (%): 389 (M+H+, 100).

Provenance & Evidence