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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051316Generated: November 3, 2026

Pyridine-2-carbonitrile → HCID 178420047, compound

https://huagongshe.com/reaction/1051316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridine-2-carbonitrileHCID 7522—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactanttert-Butyl 4-(hydrazinecarbonyl)piperidine-1-carboxylateHCID 22713165—
ReactantHCID 86631773HCID 86631773—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
SolventPyridineHCID 1049—
SolventTriethylamineHCID 8471—
ProductHCID 178420047HCID 178420047—

Reaction Steps

0.14 ml triethylamine is added to a solution of 156 mg 4-(3-phenylimidazo[1,2-a]pyrimidin-2-yl)benzaldehyde in 10 ml methanol. To this solution a solution of 140 mg 2-(5-Piperidin-1,2,4]triazol-3-yl)-pyridine*2HCl (Intermediate A 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) is added, followed by 0.07 ml glacial acetic acid and 198 mg NaBH(OAc)3. The resulting mixture is stirred at room temperature. Three additional portions of 198 mg NaBH(OAc)3 are added after 2, 4 and 20 hours. The solvents is removed by evaporation after 24 h and the residue purified by chromatography on silica gel (dichlormethan/methanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09387204B2
Source datasetuspto-grants-2016_07
ORD IDord-16ff37f5c67847afb726b1087136a0aa
Source noteuspto-grants-2016_07