HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 16051101, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 16050434 | HCID 16050434 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 16051101 | HCID 16051101 | 70.4% |
Reaction Steps
5-[4-amino-2-(trifluoromethyl)phenyl]-1-methyl-1H-pyrrole-2-carbonitrile (0.34 g, 1.3 mmol) was dissolved in CH2Cl2 (5 mL) and pyridine (0.2 mL). Methanesulfonyl chloride (90 μL, 1.2 mmol) was added and the mixture was stirred for 16 hours followed by the addition of water. The mixture was then diluted with ethyl acetate, the mixture was washed with water, 2N HCl, brine, dried over MgSO4, and concentrated. The crude product was purified via Isco chromatography (the Redisep® column, silica, gradient 5-50% ethyl acetate in hexane) to afford 0.29 g of N-[4-(5-cyano-1-methyl-1H-pyrrol-2-yl)-3-(trifluoromethyl)phenyl]-methanesulfonamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07291643B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-8021f9b05b664c0581c0fae9f32e63ab |
| Source note | uspto-grants-2007_11 |