Triethylamine → HCID 178432377, compound

Participants

Reaction Steps

0.25 ml triethylamine is added to a solution of 225 mg 4-(5-thiazol-2-yl-1H-[1,2,4]triazol-3-yl)-piperidine hydrochloride in 7.6 ml methanol. To this solution a solution of 250 mg 4-(2-methyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehyde (prepared as described under example 37) in 7.6 ml DMF is added, followed by 0.11 ml glacial acetic acid and 337 mg NaBH(OAc)3. The resulting mixture is stirred at room temperature. Six additional portions of 2 equivalents NaBH(OAc)3 are added over 3 days. The solvent is removed by evaporation and the residue is purified by chromatography on silica gel (dichloromethane/[dichloromethane+7M NH3 in methanol]) to yield the desired compound.

Provenance & Evidence