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Pyridine → 2-[n-[4-(1,1-Dimethylethyl)benzoyl]amino]thiazole-5-carboxylic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pyridine | HCID 1049 | — |
| 反応物 | Hexane | HCID 8058 | — |
| 反応物 | 4-tert-Butylbenzoyl chloride | HCID 74372 | — |
| 反応物 | 2-Amino-thiazole-5-carboxylic acid ethyl ester | HCID 314628 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-[n-[4-(1,1-Dimethylethyl)benzoyl]amino]thiazole-5-carboxylic acid ethyl ester | HCID 20635344 | 88.2% |
反応手順
A solution of ethyl 2-aminothiazole-5-carboxylate (0.52 g, 3.0 mmol), 4-t-butylbenzoyl chloride (1.3 mL, 6.7 mmol) and pyridine (1.2 mL) in dichloromethane (10 mL) was stirred at 0° C. for 1.25 h. It was then diluted with dichloromethane and washed with aqueous HCl (1 N) twice, saturated aqueous sodium bicarbonate, and brine. After drying over sodium sulfate, filtration and concentration in vacuo gave a burgundy oil. Trituration with hexane afforded the desired amide as a light tan solid (0.88 g, 88% yield): LC/MS RT=3.85 min; mass spectrum (M+H)+=333.16. B. 4-(1,1-Dimethylethyl)-N-[(5-hydroxymethyl)thiazol-2-yl]benzamide
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06958336B2 |
| 出典データセット | uspto-grants-2005_10 |
| ORD ID | ord-cfb1cd04307844c2a046f0d4fcee19db |
| 出典メモ | uspto-grants-2005_10 |