HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetamide → HCID 69135179, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetamide | HCID 178 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 69134260 | HCID 69134260 | — |
| Catalyst | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 69135179 | HCID 69135179 | 62.1% |
Reaction Steps
A solution of 10 g (30.2 mmol) 4-benzyloxy-6-bromo-1,2-dimethyl-1H-benzimidazole, 2.1 g (36.2 mmol) acetamide, 524 mg (0.9 mmol) xantphos, 13.7 g (42.3 mmol) cesium carbonate and 276 mg (0.3 mmol) Pd2(dba)3 in 60 ml dioxane was stirred at 100° C. for 20 h. The reaction mixture was cooled to room temperature and poured into dichloromethane. The precipitate was filtered off and the filtrate was concentrated in vacuo. The residue was purified by column chromatography on silica gel (toluene/dioxane=2:1) to afford 5.8 g (62%) of the title compound as a white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07307084B2 |
| Source dataset | uspto-grants-2007_12 |
| ORD ID | ord-be484a5df0324bdd9deab66dab2ad6d8 |
| Source note | uspto-grants-2007_12 |