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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967410Generated: November 3, 2026

Acetic Acid → HCID 59556995, compound

https://huagongshe.com/reaction/1967410

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantWaterHCID 962—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 59556922HCID 59556922—
SolventAcetonitrileHCID 6342—
ProductHCID 59556995HCID 5955699554%

Reaction Steps

To a mixture of 2-chloro-4-[2-(4-cyanobenzyl)-3-hydroxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl]benzonitrile (300 mg) and acetic acid (0.54 mL) in acetonitrile (10 mL) was added sodium borohydride (81 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 tetrahydrofuran-hexane to give the title compound as colorless crystals (yield: 162 mg, 54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420694B2
Source datasetuspto-grants-2013_04
ORD IDord-4a15c0f636444f868b5c1965c8704cf4
Source noteuspto-grants-2013_04