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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192657Generated: November 2, 2026

Tetrahydrofuran → HCID 58368527, compound

https://huagongshe.com/reaction/1192657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium AcetateHCID 517165—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 58368646HCID 58368646—
SolventMethanolHCID 887—
SolventAcetonitrileHCID 6342—
ProductHCID 58368527HCID 58368527—

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 1-{5-chloro-8-[4-(cyclopropylcarbonyl)piperazin-1-yl]quinolin-7-yl}ethanone (0.021 g, 0.059 mmol) and ammonium acetate (0.0452 g, 0.587 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 (0.14 mL, 0.14 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 C19H24ClN4O (M+H)+: m/z=359.2; Found: 359.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680108B2
Source datasetuspto-grants-2014_03
ORD IDord-476d17cb334d4e18a8ddcb18e50b6915
Source noteuspto-grants-2014_03