化工社化工社 化学情報印刷レポート · 研究参考用
2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl → 1-(5-Chloro-benzo[1,3]dioxol-4-ylamino)-5H-benzo[c][1,8]naphthyridin-6-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| 反応物 | 5-Chloro-1,3-benzodioxol-4-amine | HCID 11367253 | — |
| 反応物 | Sodium t-butoxide | HCID 23676156 | — |
| 反応物 | 1-Chlorobenzo[C][1,8]naphthyridin-6(5H)-one | HCID 58168008 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 溶媒 | Water ethylacetate | HCID 22728543 | — |
| 生成物 | 1-(5-Chloro-benzo[1,3]dioxol-4-ylamino)-5H-benzo[c][1,8]naphthyridin-6-one | HCID 58168300 | 76.2% |
反応条件
| 温度 | 100 °C |
|---|
反応手順
Compound 83 (250 mg, 1.08 mmol), 5-chloro-benzo[1,3]dioxol-4-ylamine (279 mg, 1.63 mmol), Pd(OAc)2 (12 mg, 0.05 mmol), X-Phos (52 mg, 0.11 mmol), and NaOtBu (312 mg, 3.25 mmol) were suspended in dioxane (2 mL), and stirred overnight at 100° C. The reaction mixture was diluted with EtOAc/H2O. The resulting precipitate was filtered, washed with EtOAc/H2O, and dried under vacuum to provide 188 (301 mg, 76% yield) as a white solid. LC-MS (M+H=366, obsd.=366).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08735584B2 |
| 出典データセット | uspto-grants-2014_05 |
| ORD ID | ord-ff3094e82c84411fac9cd09cd3477029 |
| 出典メモ | uspto-grants-2014_05 |