Triethylamine → HCID 59722550, compound

Participants

Reaction Conditions

Reaction Steps

Triethylamine (42 μL, 0.298 mmol) was added to a solution of the bis hydrochloride salt of (6S,9R)-6-(2,3-difluorophenyl)-3-(2,2,2-trifluoroethyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-9-amine (50 mg, 0.119 mmol) and 1,1′-carbonyldiimidazole (34 mg, 0.209 mmol) in tetrahydrofuran (2 mL) at 0° C. After 15 min, additional 1,1′-carbonyldiimidazole (10 mg, 0.062 mmol). After 30 min, 6-methyl-4-piperidin-4-ylpyridazin-3(2H)-one (28 mg, 0.143 mmol) and dichloromethane (3 mL) were added and the mixture heated to 60° C. After 1 h, the reaction mixture was allowed to cool to ambient temperature and concentrated. Purification by reverse phase HPLC (C-18, 10% acetonitrile/water→100% acetonitrile with 0.1% trifluoroacetic acid) gave the title compound (54 mg). MS 566.2313 (M+1).

Provenance & Evidence