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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2218762Generated: October 31, 2026

Sodium Carbonate → 1-cyclopropyl-5-(3-fluoro-6H-dibenzo[b,e]oxepin-11-ylidenemethyl)-1,3-dihydro-benzoimidazol-2-one

https://huagongshe.com/reaction/2218762

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant11-Bromomethylene-3-fluoro-6,11-dihydro-dibenzo[b,e]oxepineHCID 67334696—
Reactant1-cyclopropyl-2-oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acidHCID 68889836—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
Product1-cyclopropyl-5-(3-fluoro-6H-dibenzo[b,e]oxepin-11-ylidenemethyl)-1,3-dihydro-benzoimidazol-2-oneHCID 6889235029.7%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07411072B2
Source datasetuspto-grants-2008_08
ORD IDord-f1167c5cf956440dac9af051e563dbaf
Source noteuspto-grants-2008_08