Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1173738Generated: November 2, 2026

Acetic Acid → HCID 59556928, compound

https://huagongshe.com/reaction/1173738

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantWaterHCID 962—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 59556864HCID 59556864—
SolventAcetonitrileHCID 6342—
ProductHCID 59556928HCID 5955692825.2%

Reaction Steps

To a mixture of 2-chloro-4-[3-hydroxy-2-(1-methylethyl)-5-oxo-2,5-dihydro-1H-pyrrol-1-yl]benzonitrile (300 mg) and acetic acid (0.68 mL) in acetonitrile (10 mL) was added sodium borohydride (103 mg) at 0° C. in small portions. The mixture was warmed to room temperature and stirred for 1 hr. Water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by basic silica gel column chromatography (eluent: hexane:ethyl acetate=4:1→ethyl acetate), and recrystallized from hexane-ethyl acetate to give the title compound as colorless crystals (yield: 76 mg, 25%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834051B2
Source datasetuspto-grants-2010_11
ORD IDord-372672fab6c046e387df5a10e699221d
Source noteuspto-grants-2010_11