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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192622Generated: November 1, 2026

Tetrahydrofuran → HCID 58368641, compound

https://huagongshe.com/reaction/1192622

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium AcetateHCID 517165—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 58368636HCID 58368636—
SolventMethanolHCID 887—
SolventAcetonitrileHCID 6342—
ProductHCID 58368641HCID 58368641—

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 1-[8-(1,4′-bipiperidin-1′-yl)-5-chloroquinolin-7-yl]ethanone (0.0165 g, 0.0444 mmol) and ammonium acetate (0.0342 g, 0.444 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 (0.11 mL, 0.11 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 phases were dried over MgSO4 and concentrated to give the desired product. LCMS calculated for C21H30ClN4 (M+H)+: m/z=373.2; Found: 373.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680108B2
Source datasetuspto-grants-2014_03
ORD IDord-37e2ea1042504a4d807398b0cc8d283c
Source noteuspto-grants-2014_03