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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2048154Generated: October 30, 2026

Acetic Acid → HCID 178424700, compound

https://huagongshe.com/reaction/2048154

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTriethylamineHCID 8471—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 86631784HCID 86631784—
ReactantHCID 178423211HCID 178423211—
SolventChloroformHCID 6212—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178424700HCID 178424700—

Reaction Steps

To a solution of 0.150 g (0.464 mM) 2-(4-formylphenyl)-3-phenylimidazo[1,2-a]pyridine-7-carbonitrile in 3 mL of THF is added triethylamine (2 eq). The reaction mixture is stirred for 5 minutes. To this solution is added 2-methyl-4-[3-(piperidin-4-yl)-1H-1,2,4-triazol-5-yl]pyridine dihydrochloride (Intermediate C) (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-eb971b8089ac4e79b00b063bf48e124a
Source noteuspto-grants-2013_11