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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051339Generated: October 30, 2026

Acetic Acid → HCID 178420045, compound

https://huagongshe.com/reaction/1051339

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTriethylamineHCID 8471—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 86631786HCID 86631786—
ReactantHCID 178478559HCID 178478559—
SolventChloroformHCID 6212—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178420045HCID 178420045—

Reaction Steps

To a solution of 0.120 g (0.402 mM) of 4-(3-phenylimidazo[1,2-a]pyridin-2-yl)benzaldehyde in 5 mL of THF is added triethylamine (2 eq). The reaction mixture is stirred for 5 minutes. To this solution is added 4-[5-(thiophen-2-yl)-1H-1,2,4-triazol-3-yl]piperidine dihydrochloride (Intermediate I) (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-a3a6b4ebf3134f0a8576ac90738940f8
Source noteuspto-grants-2016_07