참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 3-Iodobenzyloxybenzene | HCID 4228019 | — |
| 반응물 | 2-Methyl-6-(trifluoromethoxy)-1H-indole | HCID 12180669 | — |
| 시약 | Sodium t-butoxide | HCID 23676156 | — |
| 촉매 | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | 2-Methyl-1-(3-phenylmethoxyphenyl)-6-(trifluoromethoxy)indole | HCID 59216720 | 40.17% |
반응 단계
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.
출처 및 근거
| 출처 데이터셋 | 750 AstraZeneca ELN dataset |
|---|
| ORD ID | ord-232b7429c3f0450bb3d4836c8a002e13 |
|---|
| 출처 메모 | 750 AstraZeneca ELN dataset |
|---|
