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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1412312Generated: October 26, 2026

Tetrahydrofuran → HCID 178438685, compound

https://huagongshe.com/reaction/1412312

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant4'-({5-oxo-7-propyl-4-[(3a'R,6a'S)-tetrahydro-3a'H-spiro[cyclohexane-1,2'-cyclopenta[d][1,3]dioxol]-4-yl]-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl}methyl)biphenyl-2-carbonitrileHCID 67009097—
SolventEthyl AcetateHCID 8857—
ProductHCID 178438685HCID 17843868572%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 4′-({5-oxo-7-propyl-4-[(3a′R,6a′S)-tetrahydro-3a′H-spiro[cyclohexane-1,2′-cyclopenta[d][1,3]dioxol]-4-yl]-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl}methyl)biphenyl-2-carbonitrile (1.2 g), sodium cyanoborohydride (0.65 g), boron trifluoride-diethyl ether complex (1.3 mL) and tetrahydrofuran (30 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 (0.82 g, 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921379B2
Source datasetuspto-grants-2014_12
ORD IDord-4bed93575bba40bea63536c9f2fa673b
Source noteuspto-grants-2014_12