HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86697835, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2-((2-Chloro-5-(trifluoromethyl)pyrimidin-4-yl)amino)-N-methylbenzamide | HCID 86633861 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86697835 | HCID 86697835 | 42.2% |
Reaction Steps
2-{[2-chloro-5-(trifluoromethyl)pyrimidin-4-yl]amino}-N-methylbenzamide (WO 2010141406, 4.6 g, 13.9 mmol) and N-bromosuccinimide (2.46 g, 13.9 mmol) were taken up in DMF (8 mL) and stirred for 1 hr. The reaction mixture was poured into water and the resulting precipitate was collected via filtration, air dried and purified by column chromatography (SiO2, 1% methanol in dichloromethane) to give 2.4 g (42%) of the title compound. 1H NMR (600 MHz, DMSO-d6) δ: 11.88 (s, 1H), 8.93 (brs, 1H), 8.67 (s, 1H), 8.28 (d, J=9 Hz, 1H), 7.95 (s, 1H), 7.76 (d, J=9 Hz, 1H), 2.75 (d, J=4.2 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133224B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-58a07fc44dc84d88b1a556b41f1e12a6 |
| Source note | uspto-grants-2015_09 |