化工社化工社 化学情報印刷レポート · 研究参考用
Cesium fluoride → 5-(4-Chloro-6-methylpyridin-2-yl)thiazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cesium fluoride | HCID 25953 | — |
| 反応物 | 5-(Tributylstannyl)-1,3-thiazole | HCID 2763257 | — |
| 反応物 | 2,4-Dichloro-6-methylpyridine | HCID 11959083 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 生成物 | 5-(4-Chloro-6-methylpyridin-2-yl)thiazole | HCID 90118001 | — |
反応手順
To a 2 dram vial equipped with a stir bar was added 2,4-dichloro-6-methylpyridine (29 mg, 0.18 mmol), 5-(tributylstannyl)thiazole (66 mg, 0.18 mmol), CuI (8 mg, 0.04 mmol), CsF (81 mg, 0.53 mmol), and Pd(PPh3)4 (10 mg, 8.9 μmol). The vial was capped with a septum screw-cap and then placed under N2 atmosphere. To the vial was added degassed DMF (1 mL). The vial was placed in a 80° C. heating block with stirring for 1 hour. The mixture was allowed to cool to room temperature and was then directly purified via C18 chromatography (water:MeOH w/0.1% TFA) to afford 5-(4-chloro-6-methylpyridin-2-yl)thiazole as a white solid. MS: MS m/z 211.1 (M++1). This material was directly carried forward into step 2.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09334279B2 |
| 出典データセット | uspto-grants-2016_05 |
| ORD ID | ord-3969fdb229da4887beaeb1845240248e |
| 出典メモ | uspto-grants-2016_05 |