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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192624Generated: November 2, 2026

Tetrahydrofuran → HCID 58368480, compound

https://huagongshe.com/reaction/1192624

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium AcetateHCID 517165—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 58368627HCID 58368627—
SolventMethanolHCID 887—
SolventAcetonitrileHCID 6342—
ProductHCID 58368480HCID 58368480—

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 1-[5-chloro-8-(4-methoxypiperidin-1-yl)quinolin-7-yl]ethanone (0.0206 g, 0.0646 mmol) and ammonium acetate (0.0498 g, 0.646 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 (0.16 mL, 0.16 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 extracts were dried over MgSO4 and concentrated to give the desired product. LCMS calculated for C17H23ClN3O (M+H)+: m/z=320.2; Found: 320.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680108B2
Source datasetuspto-grants-2014_03
ORD IDord-cf467df4442c49efa30441e7d8f93de8
Source noteuspto-grants-2014_03