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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851258Generated: November 4, 2026

Acetic Acid → HCID 68752085, compound

https://huagongshe.com/reaction/1851258

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTriethylamineHCID 8471—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 68752438HCID 68752438—
Reactant4-(6-Phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehydeHCID 86630655—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
ProductHCID 68752085HCID 6875208551.9%

Reaction Steps

121 mg (0.6 mmol) 2-piperidine-4-yl-3H-imidazo[4,5-c]pyridine hydrochloride salt was dissolved in 3 mL methanol. 0.2 mL (1.2 mmol) Triethylamine in 3 mL DMF, 150 mg (0.5 mmol) 4-(6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde, 0.08 mL (1.3 mmol) acetic acid and 200 mg (1 mmol) NaBH(OAc)3 were added. The reaction mixture was stirred at room temperature and after 1 and 2 hours two additional portions of 2 equivalents NaBH(OAc)3 each were added. The solvent was removed by evaporation and the residue was purified by chromatography on silica gel (dichloromethane/methanol) to yield 126 mg of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957064B2
Source datasetuspto-grants-2015_02
ORD IDord-1dd32a0164734439b7391d57d37b2f1e
Source noteuspto-grants-2015_02