HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 429Generated: October 23, 2026
1-(Benzyloxy)-3-bromobenzene → 2-Methyl-1-(3-phenylmethoxyphenyl)-6-(trifluoromethoxy)indole
https://huagongshe.com/en/reaction/429
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-(Benzyloxy)-3-bromobenzene | HCID 2756638 | — |
| Reactant | 2-Methyl-6-(trifluoromethoxy)-1H-indole | HCID 12180669 | — |
| Reagent | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Methyl-1-(3-phenylmethoxyphenyl)-6-(trifluoromethoxy)indole | HCID 59216720 | 59.07% |
Reaction Steps
EN04773-53, _Buchwald coupling, toluene and bromide_ The indole from 4773-25, 1-(benzyloxy)-3-bromobenzene,Pd2(dba)3, JohnPhos and KOtBu were dissolved in toluene. The mixture was warmed at 100 °C for 2h. Ca 60% conversion according to LCMS (product at 2.31 min). This conversion rate seemed faster than for the corresponding aryliodide. Big bacth was performed in 4773-54.
Provenance & Evidence
| Source dataset | 750 AstraZeneca ELN dataset |
|---|
| ORD ID | ord-0addbbece6dc4ca2acdd8d8c9131d423 |
|---|
| Source note | 750 AstraZeneca ELN dataset |
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