HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 5-(5-(dimethylcarbamoyl)-1H-imidazol-2-yl)-2,4-dimethylbenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 5-carbamimidoyl-2,4-dimethylbenzoate hydrochloride | HCID 68288602 | — |
| Reactant | 3-bromo-N,N-dimethyl-2-oxopropanamide | HCID 86672539 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 5-(5-(dimethylcarbamoyl)-1H-imidazol-2-yl)-2,4-dimethylbenzoate | HCID 68288243 | 29.9% |
Reaction Steps
A mixture of 3-bromo-N,N-dimethyl-2-oxopropanamide (246 mg), methyl 5-carbamimidoyl-2,4-dimethylbenzoate hydrochloride (compound 2.5, 237 mg), and potassium carbonate (311 mg) in acetonitrile (12 ml) was heated to reflux for 48 hours. After cooling to ambient temperature the mixture was concentrated. The residue was dissolved in EtOAc and washed with brine, dried over MgSO4, concentrated, and purified by flash chromatography (SiO2; EtOAc) to give 88 mg of the title compound. m/z (ES+) 302 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871790B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-53ae08d66e294c97920442843f604e5d |
| Source note | uspto-grants-2014_10 |