Ethanesulfonyl chloride → HCID 178477703, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of (E)-N-(6-(2-(piperidin-1-yl)ethoxy)-1-(piperidin-4-yl)-1H-imidazo[4,5-c]pyridin-2(3H)-ylidene)benzamide (0.10 g, 0.223 mmol) in DMF (1.12 mL) was cooled to 0° C. under nitrogen atmosphere. To this mixture was added TEA (0.045 g, 0.446 mmol) followed by ethanesulfonyl chloride (0.043 g, 0.334 mmol). The resulting mixture was stirred for 30 minutes and diluted with water (10 mL) and DCM (20 mL). The organic layer was collected and concentrated to yield a brown residue. The residue was purified by HPLC (10-70% ACN/H2O; 0.1% TFA) to afford (E)-N-(1-(1-(ethylsulfonyl)piperidin-4-yl)-6-(2-(piperidin-1-yl)ethoxy)-1H-imidazo[4,5-c]pyridin-2(3H)-ylidene)benzamide as an off-white solid (15 mg, 12.4%). MS m/z=541.2 [M+H]. Calc'd for C27H36N6O4S: 540.3.

Provenance & Evidence