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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192660Generated: November 2, 2026

Tetrahydrofuran → HCID 58368458, compound

https://huagongshe.com/reaction/1192660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium AcetateHCID 517165—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 58368678HCID 58368678—
SolventMethanolHCID 887—
SolventAcetonitrileHCID 6342—
ProductHCID 58368458HCID 58368458—

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 1-{5-chloro-8-[4-(cyclobutylcarbonyl)piperazin-1-yl]quinolin-7-yl}ethanone (0.018 g, 0.048 mmol) and ammonium acetate (0.0373 g, 0.484 mmol) in methanol (0.2 mL) and acetonitrile (0.2 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 (0.12 mL, 0.12 mmol). The reaction was heated at 65° C. overnight. The mixture was cooled to room temperature, quenched with sat. NaHCO3 solution, extracted with dichloromethane, dried over MgSO4 and concentrated to give the desired product. LCMS calculated for C20H26ClN4O (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-4dc2a0e4a2b845c3ba79c588d40629a6
Source noteuspto-grants-2014_03