HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Methyl 1-cyclopropyl-5-methoxyisoquinoline-7-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 1-cyclopropyl-5-hydroxyisoquinoline-7-carboxylate | HCID 57440909 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 1-cyclopropyl-5-methoxyisoquinoline-7-carboxylate | HCID 57440910 | — |
Reaction Steps
1-Cyclopropyl-5-hydroxy-isoquinoline-7-carboxylic acid methyl ester (5.00 g, 20.6 mmol) was dissolved in DMF (50 ml) and K2CO3 (5.69 g, 41.2 mmol) and MeI (1.54 ml, 24.7 mmol) was added thereto. After stirred at room temperature for 2 h, the reaction mixture was diluted with EtOAc and H2O. The aqueous layer was extracted with EtOAc and the organic layer was washed with brine, dried over MgSO4. The desiccant was removed through filtration and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/EtOAc=10/0 to 6/4) to obtain the intended compound as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07935712B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-eaaa07596d8e4d10a58ae68c5aa3cc77 |
| Source note | uspto-grants-2011_05 |