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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2048325Generated: November 2, 2026

Tetrahydrofuran → HCID 178440637, compound

https://huagongshe.com/reaction/2048325

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant4'-{[7-Butyl-4-(2,3-dimethyl-1,4-dioxaspiro[4.5]dec-8-yl)-5-oxo-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]methyl}biphenyl-2-carbonitrileHCID 67009012—
SolventEthyl AcetateHCID 8857—
ProductHCID 178440637HCID 17844063754.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 4′-{[7-butyl-4-(2,3-dimethyl-1,4-dioxaspiro[4.5]dec-8-yl)-5-oxo-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]methyl}biphenyl-2-carbonitrile (1.2 g), sodium cyanoborohydride (0.71 g), boron trifluoride-diethyl ether complex (1.4 mL) and tetrahydrofuran (20 mL) was stirred at 50° C. for 24 hr. The reaction mixture was diluted with ethyl acetate, washed with water and then with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound as a colorless solid (0.66 g, 53%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592431B2
Source datasetuspto-grants-2013_11
ORD IDord-7bf84801522e4b2db45c66d99a0d57ed
Source noteuspto-grants-2013_11