HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium 4-bromobenzene-1-sulfinate → 2-[4-(4-bromo-benzenesulfonylmethyl)-oxazol-2-yl]-5-trifluoromethoxy-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium 4-bromobenzene-1-sulfinate | HCID 23670685 | — |
| Reactant | 2-(4-chloromethyl-oxazol-2-yl)-5-trifluoromethoxy-1H-indole | HCID 136331965 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[4-(4-bromo-benzenesulfonylmethyl)-oxazol-2-yl]-5-trifluoromethoxy-1H-indole | HCID 136331963 | — |
Reaction Steps
A solution of 2-(4-chloromethyl-oxazol-2-yl)-5-trifluoromethoxy-1H-indole (0.3 g, 0.95 mmol) and 4-bromo-benzenesulfinic acid sodium salt (0.92 g, 3.8 mmol) in N,N-dimethyl formamide (10 ml) was stirred for 16 h at 60° C. After cooling the mixture was poured on water (20 ml) and extracted with ethyl acetate (3×20 ml). The combined organic extracts were dried over sodium sulfate and concentrated in vacuo. Chromatography on silica gel (ethyl acetate/iso-hexanes 1:1) yielded the title compound as tan solid. Yield 0.28 g (59%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07342030B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-49b11a5577a741eeba995e98319a614a |
| Source note | uspto-grants-2008_03 |