HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 21273211, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylcarbamoyl Chloride | HCID 6598 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 21273226 | HCID 21273226 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21273211 | HCID 21273211 | — |
Reaction Steps
A solution of 3-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-1-(1H-indol-3-yl)-1-propanone (500 mg) in dry DMF (3 ml) was added dropwise to a stirred suspension of sodium hydride (73% dispersion in oil; 40 mg) in dry DMF (1 ml) under nitrogen. After 15 min. dimethylcarbamyl chloride (0.11 ml) was added and the mixture was stirred for 20 h. Water (50 ml) was added and the suspension was extracted with dichloromethane (3×25 ml). The combined, dried organic extracts were evaporated to give an oil (815 mg) which was purified by FCC (column made up in ethyl acetate:triethylamine 99:1) eluting with ethyl acetate to give the title compound (445 mg) as a foam, t.l.c. on triethylamine impregnated silica (ethyl acetate) Rf 0.20.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04808581 |
| Source dataset | uspto-grants-1989_02 |
| ORD ID | ord-79968be076144f0f9543be72073c7b05 |
| Source note | uspto-grants-1989_02 |