Ammonium Chloride → HCID 66707458, compound

Participants

Reaction Conditions

Reaction Steps

Add cyclohexylmethylamine (3 mL) to a flask containing 3-tert-butoxycarbonyl-7-chloro-6-(6-chloro-pyridin-3-ylmethylthio)-2,3,4,5-tetrahydro-1H-benzo[d]azepine (340 mg, 0.8 mmol) and ammonium chloride (50 mg, 0.92 mmol). Heat the contents in a sealed flask at 170° C. for 7 h. Cool the flask to room temperature, dilute with EtOAc (50 mL) and wash with water (20 mL). Collect the organic layer and concentrate in vacuo. Purify the residue by chromatography on silica gel eluting with hexane/EtOAc (19:1 to 4:1 gradient) to obtain 3-tert-butoxycarbonyl-7-chloro-6-(6-cyclohexylmethylamino-pyridin-3-ylmethylthio)-2,3,4,5-tetrahydro-1H-benzo[d]azepine (160 mg, 40%).

Provenance & Evidence