HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propiolic Acid → HCID 22258309, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propiolic Acid | HCID 10110 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 22258193 | HCID 22258193 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22258309 | HCID 22258309 | — |
Reaction Steps
552 mg (3.40 mmol) of 1-(1H-imidazol-1-ylcarbonyl)-1H-imidazole and 199 mg (2.83 mmol) of propiolic acid are dissolved in 25 ml THF. The mixture is stirred for 3 h at rt. To this solution are added 500 mg (1.89 mmol) of 1-(2,4-Difluorophenyl)-2-(4-ethyl-5-methyl-1H-imidazol-2-yl)ethanone (example XIII) and the mixture is refluxed for 24 h. The solvent is evaporated under vacuum and the crude is purified over preparative HPLC (RP18-Column, Eluent: acetonitrile-water-gradient). The regioisomers are isolated after purification over preparative HPLC (Daicel Chiralpak AD, eluent: iso-hexane-ethanol v/v 60:40).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06984646B2 |
| Source dataset | uspto-grants-2006_01 |
| ORD ID | ord-10ac8bd6ff974a02b6c71aba5f453086 |
| Source note | uspto-grants-2006_01 |