関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| 反応物 | 2-Chloro-4-iodo-5-(trifluoromethyl)pyridine | HCID 2773791 | — |
| 反応物 | 3-Amino-N-methylpicolinamide | HCID 13533248 | — |
| 触媒 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | 3-(2-Chloro-5-(trifluoromethyl)pyridin-4-ylamino)-N-methylpicolinamide | HCID 58155131 | 22.1% |
反応手順
The mixture of 2-chloro-4-iodo-5-(trifluoromethyl)pyridine (0.615 g, 2.0 mmol, 1.0 eq), 3-amino-N-methylpicolinamide (0.303 g, 1.2 eq), Pd2(dba)3 (0.183 g, 0.1 eq), Xantphos (0.347 g, 0.3 eq), Cs2CO3 (1.3 g, 2.0 eq) in dioxane (15 mL) was stirred at 90° C. in an oil bath overnight. The mixture was cooled to room temperature and filtered through a celite pad. The celite pad was washed with methanol. The solvent was removed to obtain the crude which was purified by silica gel chromatography (20%˜80% EtOAc/Hex) to obtain the desired product (0.146 g, isolated yield 22%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08501763B2 |
|---|
| 出典データセット | uspto-grants-2013_08 |
|---|
| ORD ID | ord-9efa5772828a4054931c71134f4294d5 |
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| 出典メモ | uspto-grants-2013_08 |
|---|
