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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2048406Generated: November 1, 2026

Hydrochloric Acid → HCID 178438586, compound

https://huagongshe.com/reaction/2048406

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant4-(tert-Butyldimethylsiloxy)phenolHCID 597388—
ReactantHCID 178438591HCID 178438591—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178438586HCID 178438586—

Reaction Steps

4′-{[4-(cis-4-Hydroxycyclohexyl)-5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]methyl}biphenyl-2-carbonitrile (0.46 g), 4-{[tert-butyl(dimethyl)silyl]oxy}phenol (0.49 g) and triphenylphosphine (0.29 g) were dissolved in tetrahydrofuran (2 mL), a solution of diisopropyl azodicarboxylate (0.58 mL, 1.9 M toluene solution) in tetrahydrofuran (1 mL) was added dropwise at 0° C., and the mixture was stirred at room temperature for 45 hr. The reaction mixture was added to 1 M hydrochloric acid, and the mixture was extracted with ethyl acetate. The organic layer was washed 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 an oily compound (0.22 g, 33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592431B2
Source datasetuspto-grants-2013_11
ORD IDord-95c74f96098d4b2abaff7172c8d4d211
Source noteuspto-grants-2013_11