HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 73426446, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl vinyl sulfone | HCID 19354 | — |
| Reactant | HCID 73426362 | HCID 73426362 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 73426446 | HCID 73426446 | — |
Reaction Steps
To a solution of N-(3,3-dimethyl-2-oxoindolin-6-yl)-3-fluoroisonicotinamide (example 72, 100 mg, 334 μmol) in DMF (1.67 ml) under an argon atmosphere was added methylsulfonylethene (35.5 mg, 31.6 μl, 334 μmol) and cesium carbonate (109 mg, 334 μmol). After 3 hours at room temperature the reaction mixture was poured into water and the aqueous phase was extracted with EtOAc. The combined organic layers were dried over Na2SO4 and the solvent was evaporated. The residue was purified by flash chromatography on silica gel using dichloromethane/methanol (with 10% ammonia) as eluent followed by preparative HPLC. The title compound was obtained as off-white solid (60 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221816B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-d476dc16b9774a6f98c2732565baedd7 |
| Source note | uspto-grants-2015_12 |