Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178499686 | HCID 178499686 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 59145924 | HCID 59145924 | 30% |
Reaction Steps
To a solution of methyl 6-(3-methoxy-3-oxopropyl)-2-methyl-1H-benzimidazole-7-carboxylate (417 mg, 1.51 mmol) in acetonitrile (15 mL) were added potassium carbonate (62.6 mg, 0.453 mmol) and benzyl bromide (269 μL, 2.26 mmol), and the mixture was stirred at 80° C. for 3 hr. The reaction solution was diluted with saturated aqueous sodium hydrogen carbonate solution, extracted with ethyl acetate, washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (methanol/ethyl acetate=0/100→5/95) to give the title compound (164 mg, yield 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08247429B2 |
|---|
| Source dataset | uspto-grants-2012_08 |
|---|
| ORD ID | ord-4701104a051941cd93e6356be5e16e11 |
|---|
| Source note | uspto-grants-2012_08 |
|---|