Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Propanesulfonyl chloride | HCID 82408 | — |
| Reactant | 5-(4-Amino-2,5-difluorophenyl)-1-methyl-1H-pyrrole-2-carbonitrile | HCID 16050433 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 16051100 | HCID 16051100 | 12% |
Reaction Steps
5-(4-amino-2,5-difluorophenyl)-1-methyl-1H-pyrrole-2-carbonitrile (150 mg, 0.64 mmol) was dissolved in isopropyl sulfonyl chloride (1.0 mL, 9.0 mmol), pyridine (0.2 mL) was added and the mixture was heated to 100° C. for 6 hours. The mixture was then cooled, diluted with water and extracted with ethyl acetate. The organics were combined, washed with water, brine, dried over MgSO4, and concentrated. Flash chromatography (0%-100% ethyl acetate in hexane) afforded N-[4-(5-cyano-1-methyl-1H-pyrrol-2-yl)-2,5-difluorophenyl]propane-2-sulfonamide (26 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07291643B2 |
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| Source dataset | uspto-grants-2007_11 |
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| ORD ID | ord-06d1f2f1783d4748bed717e93a6777d4 |
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| Source note | uspto-grants-2007_11 |
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