HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Propanediol → HCID 11174830, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Propanediol | HCID 10442 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Furan-3-boronic acid | HCID 2734358 | — |
| Reactant | 7-Iodo-1-phenyl-5-(trifluoromethyl)-1H-benzimidazole | HCID 19426024 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 11174830 | HCID 11174830 | 54% |
Reaction Steps
A mixture of 7-iodo-1-phenyl-5-trifluoromethylbenzimidazole (0.5 g, 1.25 mmol), 3-furane boronic acid (0.2 g, 1.87 mmol), 1,3-propanediol (0.45 ml, 6.2 mmol), potassium carbonate (0.86 g, 6.2 mmol) and bis(triphenylphosphin)palladium dichloride (50 mg, 0.07 mmol) in a mixture of dimethoxyethane (10 ml) and water (15 ml) was stirred at reflux in a nitrogen atmosphere for 30 min. The cooled reaction mixture was partitioned between ethyl acetate and water and the organic layer was dried over magnesium sulphate and evaporated under reduced pressure. The residue was triturated in diethyl ether to afford the title product as an off-white solid (0.22 g, 54%) m/z, 329.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700638B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-d9a2064a6c55480985e05b884ac7efcb |
| Source note | uspto-grants-2010_04 |