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Triethylamine → Methyl 5-isopropyl-2-{[2-fluoro-5-(trifluoromethyl)benzoyl]amino}-1,3-thiazole-4-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Methyl 2-amino-5-(propan-2-yl)-1,3-thiazole-4-carboxylate | HCID 737584 | — |
| 反応物 | 2-Fluoro-5-(trifluoromethyl)benzoyl Chloride | HCID 2734880 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Methyl 5-isopropyl-2-{[2-fluoro-5-(trifluoromethyl)benzoyl]amino}-1,3-thiazole-4-carboxylate | HCID 86644543 | 92.4% |
反応手順
A mixture of commercially available methyl 2-amino-5-isopropylthiazole-4-carboxylate (1 g, 4.99 mmol) and 2-fluoro-5-(trifluoromethyl)benzoyl chloride (1.31 g, 5 mmol) in anhydrous CH2Cl2 (25 mL) was treated dropwise at 0° C. with triethylamine (0.84 mL, 6 mmol). The mixture was allowed to warm to room temperature and stirred for 14 hours. The mixture was then washed with water, brine, dried with MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography and eluted with hexanes-EtOAc (1:1) to afford 1.8 g of the title compound. MS (DCI/NH3) m/z 391 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08895592B2 |
| 出典データセット | uspto-grants-2014_11 |
| ORD ID | ord-90faabccc9a84e2ebb5d1565039fcaf5 |
| 出典メモ | uspto-grants-2014_11 |