HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-bromo-1-(4-methoxyphenyl)-3-(methylthio)-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 1-(4-methoxyphenyl)-3-(methylthio)-1H-indole | HCID 58378235 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-bromo-1-(4-methoxyphenyl)-3-(methylthio)-1H-indole | HCID 58378211 | 66% |
Reaction Steps
NBS (529 mg, 2.97 mmol) was added to a cooled (0° C.) solution of 1-(4-methoxyphenyl)-3-(methylthio)-1H-indole (800 mg, 2.97 mmol) in 10 ml of DMF. The temperature was allowed to warm to RT and the mixture was stirred at RT for 30 min Water and DCM were added and the phases were separated. After evaporation of the solvents, the residue was purified by flash chromatography with heptane/EtAc 20:1 to provide 2-bromo-1-(4-methoxyphenyl)-3-(methylthio)-1H-indole in 66% yield. ES/MS m/z: 348.04, 350.01 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367665B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-bb37a481c3a74a628cf062b8e5efb412 |
| Source note | uspto-grants-2013_02 |