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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2048161Generated: October 30, 2026

Acetic Acid → HCID 67028131, compound

https://huagongshe.com/reaction/2048161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTriethylamineHCID 8471—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 86631786HCID 86631786—
ReactantHCID 178478532HCID 178478532—
SolventChloroformHCID 6212—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67028131HCID 67028131—

Reaction Steps

To a solution of 0.250 g (0.838 mM) of 4-(3-phenylimidazo[1,2-a]pyridin-2-yl)benzaldehyde 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)-1H-pyrazol-5-yl]pyridine dihydrochloride (Intermediate K) (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 numberUS08592591B2
Source datasetuspto-grants-2013_11
ORD IDord-37333cfbf078409f94ff80aef4f033d0
Source noteuspto-grants-2013_11