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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851255Generated: October 31, 2026

Acetic Acid → HCID 178432368, compound

https://huagongshe.com/reaction/1851255

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2-(5-Azetidine-3-yl-[1,2,4]triazol-3-yl)-pyridine hydrochloride saltHCID 68752283—
Reactant4-(2-Methyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehydeHCID 86630681—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductHCID 178432368HCID 17843236827.1%

Reaction Steps

77 mg (0.38 mmol) 2-(5-azetidine-3-yl-[1,2,4]triazol-3-yl)-pyridine hydrochloride salt was dissolved in 6 mL methanol and 0.1 mL triethylamine. After addition of 100 mg (0.31 mmol) 4-(2-methyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehyde dissolved in 6 mL DMF, 0.06 mL acetic acid and 131 mg (0.76 mmol) NaBH(OAc)3 the reaction mixture was stirred at room temperature. Three additional portions of 2 equivalents NaBH(OAc)3 each were added after 2, 4 and 6 hours. The solvent was removed by evaporation and the residue was purified by chromatography on silica gel (dichloromethane/methanol) to yield 42 mg of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957064B2
Source datasetuspto-grants-2015_02
ORD IDord-bedc515aa5674432a3975fb2a9e1b2ab
Source noteuspto-grants-2015_02