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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192632Generated: October 27, 2026

Tetrahydrofuran → HCID 58368417, compound

https://huagongshe.com/reaction/1192632

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium AcetateHCID 517165—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant1-[5-Chloro-8-(4-phenoxypiperidin-1-yl)quinolin-7-yl]ethanoneHCID 58368488—
SolventMethanolHCID 887—
SolventAcetonitrileHCID 6342—
ProductHCID 58368417HCID 58368417—

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 1-[5-chloro-8-(4-phenoxypiperidin-1-yl)quinolin-7-yl]ethanone (0.0236 g, 0.0620 mmol) and ammonium acetate (0.0478 g, 0.620 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 (0.15 mL, 0.15 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 combined organic layers were dried over MgSO4 and concentrated to give the desired product. LCMS calculated for C22H25ClN3O (M+H)+: m/z=382.2; Found: 382.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680108B2
Source datasetuspto-grants-2014_03
ORD IDord-f41498e7ae31413586ef226262240ed3
Source noteuspto-grants-2014_03