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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051335Generated: November 2, 2026

Acetic Acid → HCID 178424059, compound

https://huagongshe.com/reaction/1051335

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTriethylamineHCID 8471—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 86631773HCID 86631773—
ReactantHCID 178423938HCID 178423938—
SolventChloroformHCID 6212—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178424059HCID 178424059—

Reaction Steps

To a solution of 0.110 g (0.367 mM) 4-(3-phenylimidazo[1,2-a]pyrimidin-2-yl)benzaldehyde in 3 mL of THF is added triethylamine (2 eq). The reaction mixture is stirred for 5 minutes. To this solution is added 5-methyl-2-[3-(piperidin-4-yl)-1H-1,2,4-triazol-5-yl]pyridine dihydrochloride (Intermediate D) (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-50941b8ea39a4355975c15122c3812fd
Source noteuspto-grants-2016_07