HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 57513819, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-((Benzyloxy)carbonyl)-2-methylalanine | HCID 294936 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | HCID 57476893 | HCID 57476893 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57513819 | HCID 57513819 | — |
Reaction Steps
A mixture of 2-benzyloxycarbonylamino-2-methyl-propionic acid (10.5 g, 44.2 mmol), HBTU (16.8 g, 44.3 mmol) and Et3N (6.2 mL, 45 mmol) in DMF (50 mL) was stirred at room temperature for 2 h. To this was added a solution of 5-(4-Fluoro-phenoxy)-4-(4-fluoro-phenyl)-thiazol-2-ylamine (9.62 g, ca. 32 mmol with some impurities present) in DMF (50 mL). The mixture was heated at 85° C. for 18 h and partitioned between EtOAc and, sequentially, 3M HCl and aqueous KOH. The organic extract was dried over MgSO4, concentrated and chromatographed to give the title compound. m/z 524.2 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08703761B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-ed7291ab136049068a97f996b13ac7ca |
| Source note | uspto-grants-2014_04 |