HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-4-(p-nitrophenyl)thiazole → 2-[4-(4-Nitro-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-4-(p-nitrophenyl)thiazole | HCID 16420 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzyloxycarbonyl-L-proline | HCID 101987 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[4-(4-Nitro-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester | HCID 76582819 | — |
Reaction Steps
Z-Pro-OH (1.46 g, 5.85 mmol) and HATU (2.2 g, 5.85 mmol) were combined in 30 mL of dry DMF. To this solution was added DIEA(1.5 mL, 8.8 mmol). This solution was stirred at room temperature for 1 hour. To this solution was added 4-(4-nitro-phenyl)-thiazol-2-ylamine (1.0 g, 4.5 mmol). Reaction mixture was stirred at room temperature overnight. The crude material was purified using HPLC to yield 2-[4-(4-Nitro-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester. MS: 453.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07595398B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-ab2146330e3041f2966127c3be1a865b |
| Source note | uspto-grants-2009_09 |