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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192628Generated: November 1, 2026

Tetrahydrofuran → HCID 58368478, compound

https://huagongshe.com/reaction/1192628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium AcetateHCID 517165—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 58368512HCID 58368512—
SolventMethanolHCID 887—
SolventAcetonitrileHCID 6342—
ProductHCID 58368478HCID 58368478—

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 1-{5-chloro-8-[4-(2-hydroxyethyl)piperidin-1-yl]quinolin-7-yl}ethanone (0.0948 g, 0.285 mmol) and ammonium acetate (0.220 g, 2.85 mmol) in methanol (1 mL) and acetonitrile (1 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 (0.71 mL, 0.71 mmol). The reaction was heated at 65° C. overnight. The resulting 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 C18H25ClN3O (M+H)±: m/z=334.2; Found: 334.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680108B2
Source datasetuspto-grants-2014_03
ORD IDord-d66a3e54522848969b66b3418b943d7a
Source noteuspto-grants-2014_03