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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2062539Generated: October 31, 2026

Tetrahydrofuran → HCID 178438600, compound

https://huagongshe.com/reaction/2062539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant4'-{[4-(6,13-Dioxadispiro[3.2.5.2]tetradec-10-yl)-5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]methyl}biphenyl-2-carbonitrileHCID 67009264—
SolventEthyl AcetateHCID 8857—
ProductHCID 178438600HCID 17843860048.5%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 4′-{[4-(6,13-dioxadispiro[3.2.5.2]tetradec-10-yl)-5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]methyl}biphenyl-2-carbonitrile (3.7 g), sodium cyanoborohydride (1.3 g), boron trifluoride-diethyl ether complex (2.5 mL) and tetrahydrofuran (50 mL) was stirred at 70° C. for 16 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 (1.8 g, 47%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08283353B2
Source datasetuspto-grants-2012_10
ORD IDord-6e256973ed7042ad881859ea24a893db
Source noteuspto-grants-2012_10