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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1370139Generated: October 29, 2026

Acetic Acid → HCID 178490890, compound

https://huagongshe.com/reaction/1370139

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantHCID 178490888HCID 178490888—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178490890HCID 17849089027.2%

Reaction Steps

To a mixture of 1-(3-chloro-4-methoxybenzyl)-6-cyano-3-(trans-4-hydroxycyclohexyl)-2,3-dihydro-1H-imidazo[4,5-b]pyridin-2-one (500 mg), acetic acid (76.9 mg) and diethyl azodicarboxylate (221 mg) in anhydrous tetrahydrofuran (5 mL) was added triphenylphosphine (334 mg). The mixture was stirred at ambient temperature for overnight. The mixture was evaporated in vacuo, and the residue was purified by a silica gel column chromatography eluting with a mixture of n-hexane and ethyl acetate (3:1) to give 3-(cis-4-acetoxycyclohexyl)-1-(3-chloro-4-methoxybenzyl)-6-cyano-2,3-dihydro-1H-imidazo[4,5-b]pyridin-2-one (150 mg) as a pale yellow gum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06582351B1
Source datasetuspto-grants-2003_06
ORD IDord-5db37497d52142f59cba3c692aeaaf7e
Source noteuspto-grants-2003_06