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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 519716Generated: October 31, 2026

Water → HCID 178438679, compound

https://huagongshe.com/reaction/519716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl diazoacetateHCID 12192—
ReactantHCID 178438590HCID 178438590—
CatalystAcetic acid, rhodium(2+) saltHCID 21674—
SolventTolueneHCID 1140—
ProductHCID 178438679HCID 17843867956.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4′-{[4-(trans-4-hydroxycyclohexyl)-2-methyl-5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]methyl}biphenyl-2-carbonitrile (1.5 g), rhodium(II) acetate (dimer) (0.0070 g) and toluene (15 mL) was heated to 80° C. under an argon atmosphere, a solution of ethyl 2-diazoacetate (1.6 g) in toluene (15 mL) was added dropwise, and the mixture was stirred at 80° C. for 10 min. The reaction mixture was added to water, 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 a colorless solid (1.0 g, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115136B2
Source datasetuspto-grants-2015_08
ORD IDord-f9cce7fd1f6148b9b7af6372c325a4de
Source noteuspto-grants-2015_08