HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → Acetamide, N-[5-[3-(1H-imidazol-1-YL)-4-(methylsulfonyl)phenyl]-4-methyl-2-thiazolyl]-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | N-[5-(3-fluoro-4-methylsulfonylphenyl)-4-methyl-1,3-thiazol-2-yl]acetamide | HCID 57351276 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Acetamide, N-[5-[3-(1H-imidazol-1-YL)-4-(methylsulfonyl)phenyl]-4-methyl-2-thiazolyl]- | HCID 53429448 | — |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
A stirred mixture of N-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-acetamide (Example 64) (0.1 g, 0.30 mmol), imidazole (0.069 g, 0.90 mmol) and caesium carbonate (0.198 g, 0.60 mmol) in dry DMSO is heated under argon at 140° C. for 2 hours. The solvent is removed and water (30 ml) is added. The product is extracted with ethyl acetate (2×30 ml) and the combined organic extracts are washed with brine (20 ml) and dried (MgSO4). Removal of the solvent and trituration with methanol affords the titled compound as an orange solid. 377.9721
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08129541B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-7aa0cf6e25bb4d25a1e6e6bea46ffd03 |
| Source note | uspto-grants-2012_03 |