HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → N-[5-(3,5-Dicyano-2,6-dimethyl-1,4-dihydropyridin-4-yl)-1H-indazol-3-yl]-1-(4-fluorophenyl)-methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-Butyl 5-(3,5-dicyano-2,6-dimethyl-1,4-dihydropyridin-4-yl)-3-{[(4-fluorobenzyl)sulfonyl]-amino}-1H-indazole-1-carboxylate | HCID 67023851 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[5-(3,5-Dicyano-2,6-dimethyl-1,4-dihydropyridin-4-yl)-1H-indazol-3-yl]-1-(4-fluorophenyl)-methanesulfonamide | HCID 44547841 | — |
Reaction Steps
28 mg (0.05 mmol) tert-butyl 5-(3,5-dicyano-2,6-dimethyl-1,4-dihydropyridin-4-yl)-3-{[(4-fluoro-benzyl)sulfonyl]amino}-1H-indazole-1-carboxylate (Example 13A), dissolved in dichloromethane (1 ml), were treated with 0.042 ml (0.55 mmol) trifluoroacetic acid. The mixture was stirred at room temperature for 2 h and then concentrated under reduced pressure. The residue was dissolved in ethyl acetate and washed with saturated aqueous sodium bicarbonate solution. The organic layer was separated, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by preparative RP-HPLC (acetonitrile/water gradient) to give 10 mg (41% of th.) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08551989B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-315e12700794492fac9d733f5ed219be |
| Source note | uspto-grants-2013_10 |