関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 3-Iodobenzyloxybenzene | HCID 4228019 | — |
| 反応物 | 2-Methyl-6-(trifluoromethoxy)-1H-indole | HCID 12180669 | — |
| 試薬 | Sodium t-butoxide | HCID 23676156 | — |
| 触媒 | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| 触媒 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | 2-Methyl-1-(3-phenylmethoxyphenyl)-6-(trifluoromethoxy)indole | HCID 59216720 | 40.17% |
反応手順
EN04773-50, _Buchwald coupling,_ ** _J. Med. Chem. 2009, page 3846-3854 (changed: solvent to dioxane and bromide to iodide)._** The indole from 4773-41, 1-(benzyloxy)-3-iodobenzene, Pd2(dba)3, JohnPhos and KOtBu were dissolved in toluene. The mixture was warmed at 120 °C for 1h and ~40% conversion was observed on NMR. The reaction mixture was further heated at 80 °C for 16h and 40 h, see attached 1H-NMR for reaction progress. A comparison with 4773-51 shows that using dioxane or iodide gives a lower yield (slower reaction). Switching the solvent to toluene was explored in 4773-52. The reaction in this experiment showed that the Buchwald conditions worked. Reaction mixture was thrown away.
情報源と証拠
| 出典データセット | 750 AstraZeneca ELN dataset |
|---|
| ORD ID | ord-232b7429c3f0450bb3d4836c8a002e13 |
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| 出典メモ | 750 AstraZeneca ELN dataset |
|---|
