HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Chloroperbenzoic acid → (1-(5-(4-Methoxypyridin-2-yl)pyrimidin-2-yl)-3-(methylsulfinyl)-1H-indol-6-yl)(morpholino)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | (1-(5-(4-Methoxypyridin-2-yl)pyrimidin-2-yl)-3-(methylthio)-1H-indol-6-yl)(morpholino)methanone | HCID 118676926 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (1-(5-(4-Methoxypyridin-2-yl)pyrimidin-2-yl)-3-(methylsulfinyl)-1H-indol-6-yl)(morpholino)methanone | HCID 118671977 | — |
Reaction Steps
m-Chloroperoxybenzoic acid (65%; 91.6 mg, 0.345 mmol, 0.8 eq,) was added at 0° C. to a stirred solution of the product 141b) (200 mg, 0.432 mmol, 1.0 eq) in dichloromethane (10 mL). Stirring was continued at this temperature for 30 min and the reaction mixture was then diluted with dichloromethane (10 mL), washed with saturated natrium hydrogen carbonate solution and brine, and dried over sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by column chromatography [100-200 mesh silica gel; methanol/ethyl acetate=1:9]. White solid. Yield 70 mg (34% of theory). Melting range: 216-220° C. HPLC (method 6): Rt=7.24 min. Mass spectroscopy: m/z: [M+H]+=478.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315490B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-6a0d813c1576465b9548ad2e4422a248 |
| Source note | uspto-grants-2016_04 |