HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Aminothiazole → N-(thiazol-2-yl)-3-(3-(trifluoromethoxy)phenyl)quinoxaline-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Aminothiazole | HCID 2155 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 3-(3-(Trifluoromethoxy)phenyl)quinoxaline-5-carboxylic acid | HCID 58154525 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(thiazol-2-yl)-3-(3-(trifluoromethoxy)phenyl)quinoxaline-5-carboxamide | HCID 58154628 | 92.5% |
Reaction Steps
A mixture of 3-(3-(trifluoromethoxy)phenyl)quinoxaline-5-carboxylic acid (100 mg, 0.30 mmol), 2-aminothiazole (30 mg, 0.30 mmol), HATU (171 mg, 0.45 mmol) and DIEA (116 mg, 0.9 mmol) in DMF (10 mL) was stirred at room temperature for 2 h. Water (20 mL) was added, and the resulting precipitate was collected by filtration and dried under vacuum to give N-(thiazol-2-yl)-3-(3-(trifluoromethoxy)phenyl)quinoxaline-5-carboxamide as a solid (115.5 mg, 92% yield). MS (ESI) calcd for C19H11F3N4O2S (m/z): 416.06. found: 417 [M+1].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08685970B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-762b4417a5234396ae74c11be648e1e4 |
| Source note | uspto-grants-2014_04 |