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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1915529Generated: October 25, 2026

Pyridine-2-carbonitrile → 6-Phenyl-7-(4-{[4-(3-pyridin-2-yl-1,2,4-triazol-5-yl)piperidin-1-yl]methyl}phenyl)imidazo[1,2-a]pyrimidine

https://huagongshe.com/reaction/1915529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridine-2-carbonitrileHCID 7522—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactanttert-Butyl 4-(hydrazinecarbonyl)piperidine-1-carboxylateHCID 22713165—
Reactant4-(6-Phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehydeHCID 86630655—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
Product6-Phenyl-7-(4-{[4-(3-pyridin-2-yl-1,2,4-triazol-5-yl)piperidin-1-yl]methyl}phenyl)imidazo[1,2-a]pyrimidineHCID 25189685—

Reaction Steps

0.55 ml triethylamine is added to a solution of 0.5 g 4-(6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde in 15 ml methanol. To this solution a solution of 0.6 g 2-(5-Piperidin-[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 15 ml DMF is added, followed by 0.25 ml glacial acetic acid and 700 mg NaBH(OAc)3. The resulting mixture is stirred at room temperature. Three additional portions of 2 equivalents NaBH(OAc)3 are added after 2, 4 and 20 hours.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614218B2
Source datasetuspto-grants-2013_12
ORD IDord-3c26c67be31a458a81406284b907b508
Source noteuspto-grants-2013_12