HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 1-cyclopropyl-5-(3-fluoro-6H-dibenzo[b,e]oxepin-11-ylidenemethyl)-1,3-dihydro-benzoimidazol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 11-Bromomethylene-3-fluoro-6,11-dihydro-dibenzo[b,e]oxepine | HCID 67334696 | — |
| Reactant | 1-cyclopropyl-2-oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid | HCID 68889836 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-cyclopropyl-5-(3-fluoro-6H-dibenzo[b,e]oxepin-11-ylidenemethyl)-1,3-dihydro-benzoimidazol-2-one | HCID 68892350 | 29.7% |
Reaction Steps
Following procedures essentially as described in Example 219, mix 1-cyclopropyl-2-oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid (120 mg, 0.55 mmol) (prepared essentially as described in Preparation 36), 11-bromomethylene-3-fluoro-6,11-dihydro-dibenzo[b,e]oxepine (E and Z mixture, 177 mg, 0.58 mmol), 2N Na2CO3 (0.7 mL), dioxane (8 mL) and (Ph3P)4Pd (38 mg, 0.033 mmol). Purify the crude product by column chromatography using THF/hexane to give 65 mg title compound as a gray powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07411072B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-f1167c5cf956440dac9af051e563dbaf |
| Source note | uspto-grants-2008_08 |