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
A solution of m-chloroperoxybenzoic acid (77%, 2.10 g, 9.42 mmol) in dichloromethane (20 mL) was added at 0° C. to (1-(5-bromopyrimidin-2-yl)-3-(methylthio)-1H-indol-6-yl)(morpholino)methanone (0.18 g, 0.25 mmol) in dry dichloromethane (300 mL). The mixture was stirred at room temperature for 4 h and then poured onto saturated sodium sulfite solution (20 mL). The organic layer was separated after stirring for 15 min and washed with saturated sodium hydrogen carbonate solution and brine. The organic phase was then dried over sodium sulphate and concentrated. The residue was purified by flash column chromatography [methanol/dichloromethane=1:40]. 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-0b9a6e14afc84cf2ae1af6c870a18db2 |
| Source note | uspto-grants-2016_04 |