Acetic Acid → HCID 178420104, compound

Participants

Reaction Steps

274 mg (1 mmol) 2-(5-azetidine-3-yl-[1,2,4]triazol-3-yl)-pyridine hydrochloride salt were dissolved in 5 mL methanol. After addition of 0.28 mL (2 mmol) triethylamine, 250 mg (0.84 mmol) 4-(6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde dissolved in 5 mL DMF, 0.13 mL (2.20 mmol) acetic acid and 356 mg (1.68 mmol) NaBH(OAc)3, the reaction mixture was stirred at room temperature. Two additional portions of 2 equivalents NaBH(OAc)3 each were added after 1.5 and 3 hours. After 4 hours the solvent was removed by evaporation. Evaporation was repeated after addition of toluene. The residue was purified by chromatography on silica gel (dichloromethane/methanol) to yield 291 mg of the desired product.

Provenance & Evidence