Pyridine-2-carbonitrile → HCID 178419469, compound

Participants

Reaction Steps

0.29 ml triethylamine is added to a solution of 0.33 g 2-(5-Piperidin-4H[1,2,4]triazol-3-yl)-pyridine*2HCl (prepared from tert-butyl 4-(hydrazinocarbonyl)piperidine-1-carboxylate and pyridine-2-carbonitrile according to a procedure described in U.S. Pat. No. 4,011,218 or WO2005100344) in 10 ml methanol. To this solution a solution of 0.34 g 4-(3-Bromo-6-phenylpyrazolo[1,5-a]pyrimidin-5-yl)benzaldehyde in 10 ml DMF is added, followed by 0.14 ml glacial acetic acid and 0.38 g NaBH(OAc)3. The resulting mixture is stirred at room temperature. Fife additional portions of 2 equivalents NaBH(OAc)3 are added every 2 hours. The solvent is removed by evaporation after 24 h and the residue is purified by chromatography on silica gel (dichloromethane/methanol]). The purified product is suspended in methanol and collected by filtration.

Provenance & Evidence