関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | N-bromobutanimide | HCID 67184 | — |
| 反応物 | Ethyl 4-methyl-1,3-thiazole-2-carboxylate | HCID 567306 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | Ethyl 5-bromo-4-methylthiazole-2-carboxylate | HCID 59338079 | 50.5% |
反応手順
The reaction solution of ethyl 4-methylthiazole-2-carboxylate of preparation 83 (240 mg, 1.40 mmol), NBS (277 mg, 1.14 mmol) in CH3CN (5 mL) was heated at 50° C. for overnight under nitrogen. ˜20% starting material was present by LCMS. Additional portion of NBS (70 mg) was added. The reaction solution was heated at 60° C. for 4 hr, diluted with EtOAc (30 ml), washed with water (2×20 mL), brine, dried over sodium sulfate and purified with a silica gel column by ISCO CombiFlash® chromatography eluting with 0%-20% EtOAc/Heptane to give the title compound as a yellowish oil (177 mg, 50.5%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08916593B2 |
|---|
| 出典データセット | uspto-grants-2014_12 |
|---|
| ORD ID | ord-85d2022f62b04ebfb72966300909d3ca |
|---|
| 出典メモ | uspto-grants-2014_12 |
|---|
