HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(3-{[6-chloro-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-2-yl]amino}-2,2-dimethylpropyl)methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | N-[6-chloro-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-2-yl]-2,2-dimethylpropane-1,3-diamine | HCID 49830295 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(3-{[6-chloro-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-2-yl]amino}-2,2-dimethylpropyl)methanesulfonamide | HCID 49830296 | — |
Reaction Steps
To a solution of Example 74 (70.0 mg, 0.212 mmol) in DMF (1 mL) was added triethylamine (0.089 mL, 0.64 mmol) and methanesulfonyl chloride (0.018 mL, 0.23 mmol). After 5 hours, more methanesulfonyl chloride (0.010 mL) was added. The reaction mixture was stirred overnight and treated with water slowly. The precipitate was filtered, washed with water, and oven dried to give the title compound. 1H NMR (300 MHz, DMSO-d6) ppm 0.92 (s, 6H), 2.81 (d, J=7.14 Hz, 2H), 2.87 (s, 3H), 3.15 (d, J=6.35 Hz, 2H), 6.79-7.02 (m, 4H), 7.22 (dd, J=7.93, 4.76 Hz, 1H), 8.15 (d, J=2.38 Hz, 1H), 8.28-8.37 (m, 2H), 12.16 (s, 1H). MS (ESI+) m/z 408.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08435980B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-155e6d9910b5467d8aeba9e3550cf82b |
| Source note | uspto-grants-2013_05 |