Hydrochloric Acid → HCID 86673375, compound

Participants

Reaction Steps

1-[2-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]methanamine (Intermediate 5, 100 mg, 0.465 mmol), 4-chloro-6-(1,1-difluoroethyl)-5-methylpyrimidine (Intermediate 46, 134 mg, 0.697 mmol) and DIPEA (0.162 mL, 0.929 mmol) were added together in N-methyl-2-pyrrolidone (NMP) (3 mL) and the resulting mixture was stirred at room temperature for 2 hours. The reaction mixture was heated at 100° C. for 1 hour, allowed to cool to room temperature, diluted with ethyl acetate and washed with water and brine. The organic layer was separated, dried under magnesium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography (Biotage SP4, 25+M, collect all) eluting with a gradient of 0-100% ethyl acetate and iso-hexane. Product containing fractions were combined and evaporated under reduced pressure. The residue was triturated with DCM and the solid collected by filtration (53 mg), dissolved in methanol (2 mL), treated with 1M HCl in diethyl ether (0.16 mL, 0.160 mmol) and the resulting mixture was evaporated under reduced pressure. The resulting solid was dried under high vacuum at 40° C. for 18 hours to give the title compound as a white solid (53 mg);

Provenance & Evidence