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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1610846Generated: November 1, 2026

Propiolic Acid → HCID 22258165, compound

https://huagongshe.com/reaction/1610846

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropiolic AcidHCID 10110—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantHCID 22258173HCID 22258173—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22258165HCID 22258165—

Reaction Steps

126.8 mg (0.78 mmol) of 1-(1H-imidazol-1-ylcarbonyl)-1H-imidazole and 45.5 mg (0.65 mmol) of propiolic acid are dissolved in 8 ml THF. The mixture is stirred for 3 h at rt. To this solution 131.7 mg (0.43 mmol) of 1-(2,4-Difluorophenyl)-2-(4,6-dimethyl-4,5,6,7-tetrahydro-1H-benzimidazol-2-yl)ethanone (example X) are added and the mixture is stirred for 20 h at rt. The solvent is evaporated under vacuum and the crude is purified over preparative HPLC (RP18-column, eluent: acetonitrile-water-gradient. The isomers are isolated after purification over preparative HPLC (Daicel Chiralpak AD, eluent: iso-hexane-ethanol v/v 30:70):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06984646B2
Source datasetuspto-grants-2006_01
ORD IDord-f7e3cea6d4d44a81ab3b3e4b0d4b447c
Source noteuspto-grants-2006_01