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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1915533Generated: October 31, 2026

Pyridine-2-carbonitrile → HCID 178420109, compound

https://huagongshe.com/reaction/1915533

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridine-2-carbonitrileHCID 7522—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactanttert-Butyl 4-(hydrazinecarbonyl)piperidine-1-carboxylateHCID 22713165—
ReactantHCID 86630656HCID 86630656—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductHCID 178420109HCID 178420109—

Reaction Steps

0.09 ml triethylamine is added to a solution of 80 mg 4-(6-phenyl[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehyde in 3 ml methanol. To this solution a solution of 97 mg 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 3 ml DMF is added, followed by 0.04 ml glacial acetic acid and 114 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 5 hours.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614218B2
Source datasetuspto-grants-2013_12
ORD IDord-2a2784cea00f4b9eb8185291e80e835a
Source noteuspto-grants-2013_12