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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192626Generated: November 3, 2026

Tetrahydrofuran → HCID 58368481, compound

https://huagongshe.com/reaction/1192626

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium AcetateHCID 517165—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 58368519HCID 58368519—
SolventMethanolHCID 887—
SolventAcetonitrileHCID 6342—
ProductHCID 58368481HCID 58368481—

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 1-[5-chloro-8-(4-phenylpiperidin-1-yl)quinolin-7-yl]ethanone (0.0293 g, 0.0803 mmol) and ammonium acetate (0.0619 g, 0.803 mmol) in methanol (0.3 mL) and acetonitrile (0.3 mL) was heated at 65° C. in a sealed tube for 1 hour. After cooling to room temperature, to the resulting mixture was added 1.0 M sodium cyanoborohydride in tetrahydrofuran (0.20 mL, 0.20 mmol). The reaction was heated at 65° C. overnight. The mixture was cooled to room temperature, quenched with sat. NaHCO3 solution and extracted with dichloromethane. The organic layers were combined, dried over MgSO4 and concentrated to give the desired product. LCMS calculated for C22H25ClN3 (M+H)+: m/z=366.2; Found: 366.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680108B2
Source datasetuspto-grants-2014_03
ORD IDord-ab2a097ed9d944fabe175bf62fb677e5
Source noteuspto-grants-2014_03