HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Sulfite → (1-(5-Bromopyrimidin-2-yl)-3-(methylsulfinyl)-1H-indol-6-yl)(morpholino)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | (1-(5-Bromopyrimidin-2-yl)-3-(methylthio)-1H-indol-6-yl)(morpholino)methanone | HCID 118666053 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (1-(5-Bromopyrimidin-2-yl)-3-(methylsulfinyl)-1H-indol-6-yl)(morpholino)methanone | HCID 118666026 | — |
Reaction Steps
m-Chloroperoxybenzoic acid (77%, 2.10 g, 9.42 mmol) in dichloromethane (20 mL) was added at 0° C. to a solution of (1-(5-bromopyrimidin-2-yl)-3-(methylthio)-1H-indol-6-yl)(morpholino) methanone (4.8 g, 11.08 mmol) in dry dichloromethane (300 mL). The mixture was stirred at room temperature for 3 h and then poured onto saturated sodium sulfite solution. The organic layer was separated after stirring for 15 min and washed with saturated sodium hydrogen carbonate solution and brine. The organic phase was dried over sodium sulfate and concentrated and the remnant was purified by flash column chromatography [dichloromethane with 2.5% methanol]. White solid. Yield: 3.2 g
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315490B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-f6c741fd59ae4d7ba245ab7251500e3e |
| Source note | uspto-grants-2016_04 |