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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051342Generated: November 3, 2026

Acetic Acid → HCID 67028426, compound

https://huagongshe.com/reaction/1051342

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTriethylamineHCID 8471—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 67028021HCID 67028021—
ReactantHCID 86631784HCID 86631784—
SolventChloroformHCID 6212—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67028426HCID 67028426—

Reaction Steps

To a solution of 0.250 g (0.838 mM) of 2-(4-formylphenyl)-3-phenylimidazo[1,2-a]pyridine-7-carbonitrile in 6 mL of THF is added triethylamine (2 eq). The reaction mixture is stirred for 5 minutes. To this solution is added 2-[3-(piperidin-4-yl)1,2,4-oxadiazol-5-yl]pyridine dihydrochloride (Intermediate L) (1.5 eq) followed by acetic acid (2.5 eq). The reaction mixture is stirred for 10 minutes. To this mixture is added NaBH(OAc)3 (6 eq) over a period of 40 minutes. The reaction mixture is stirred overnight. The reaction mixture is quenched with methanol and concentrated. The residue obtained is taken up in chloroform and washed with water, dried and concentrated. The crude is purified on a flash column chromatography to obtain the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09387204B2
Source datasetuspto-grants-2016_07
ORD IDord-cc1b96c41e20450c9ad0b5d4c529f895
Source noteuspto-grants-2016_07