HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-benzyl-6-bromo-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-benzyl-6-bromo-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid | HCID 23060648 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-benzyl-6-bromo-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester | HCID 44451690 | 62% |
Reaction Steps
A mixture of 2-benzyl-6-bromo-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic acid (150 mg), potassium carbonate (95 mg), methyl iodide (43 μl) and N,N-dimethylformamide (DMF) (5 ml) was stirred at room temperature for 3 hrs. After diluting with water, the mixture was extracted with ether and the extract was washed with saturated brine and dried over magnesium sulfate. The solvent was evaporated under reduced pressure and ethyl acetate and n-hexane was added to the residue and the mixture was crystallized to give the title compound (96 mg, 62%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07402595B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-2be7cedd41c84636bf1a2c3f1520e413 |
| Source note | uspto-grants-2008_07 |