HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → N-(4-{3-[4-(2,3-Difluoro-phenyl)-isoxazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-cyclohex-3-enyl)-methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Methanesulfonic acid, 1H-benzotriazol-1-yl ester | HCID 11745953 | — |
| Reactant | 4-{3-[4-(2,3-difluoro-phenyl)-isoxazol-5-yl]-1H-pyrrolo [2,3-b]pyridin-5-yl}-cyclohex-3-enylamine | HCID 135440363 | — |
| Catalyst | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(4-{3-[4-(2,3-Difluoro-phenyl)-isoxazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-cyclohex-3-enyl)-methanesulfonamide | HCID 135451017 | 46% |
Reaction Steps
To a solution of 4-{3-[4-(2,3-Difluoro-phenyl)-isoxazol-5-yl]-1H-pyrrolo [2,3-b]pyridin-5-yl}-cyclohex-3-enylamine (47 mg, 0.12 mmol) in DMF (2 ml) was added methanesulfonic acid benzotriazol-1-yl ester (27 mg, 0.13 mmol) and Hunig base (10 drops) and stirred for 1 h. TFA was added, and the reaction mixture was purified by HPLC to give the methanesulfonamide (25.9 mg) in 46% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07446199B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-c5adc629554448f4ad58459475edbddd |
| Source note | uspto-grants-2008_11 |