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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 510839Generated: October 29, 2026

Tetrahydrofuran → 1-[6-(1-Aminoethyl)-4-chloro-3',5'-difluoro-3-methylbiphenyl-2-yl]pyrrolidin-2-one

https://huagongshe.com/reaction/510839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium AcetateHCID 517165—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant1-(6-Acetyl-4-chloro-3',5'-difluoro-3-methylbiphenyl-2-yl)pyrrolidin-2-oneHCID 86666770—
SolventMethanolHCID 887—
SolventAcetonitrileHCID 6342—
Product1-[6-(1-Aminoethyl)-4-chloro-3',5'-difluoro-3-methylbiphenyl-2-yl]pyrrolidin-2-oneHCID 86666771—

Reaction Steps

A mixture of 1-(6-acetyl-4-chloro-3′,5′-difluoro-3-methylbiphenyl-2-yl)pyrrolidin-2-one (0.015 g, 0.041 mmol), ammonium acetate (0.032 g, 0.41 mmol), 1.0 M sodium cyanoborohydride in tetrahydrofuran (0.10 mL, 0.10 mmol) in methanol (0.1 mL) and acetonitrile (0.1 mL) was heated at 65° C. overnight. The mixture was cooled to room temperature, quenched with saturated sodium bicarbonate solution and extracted with dichloromethane. The combined organic layers were dried over MgSO4 and concentrated to give the desired product. LCMS calculated for C19H17ClF2NO (M−NH2)+: m/z=348.1. found: 348.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096600B2
Source datasetuspto-grants-2015_08
ORD IDord-62e1a2ae3181474a968cb7a20c01513d
Source noteuspto-grants-2015_08