HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67141264, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 67141084 | HCID 67141084 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67141264 | HCID 67141264 | 35% |
Reaction Steps
A solution of 1-benzyl-7-(3,4-dihydro-1H-isoquinolin-2-yl)-2,3-dimethyl-1H-pyrrolo[2,3-c]pyridin-5-carboxylic acid (20 mg, 0.05 mmol) prepared in Example 733, potassium hydroxide (10.1 mg, 0.07 mmol) and iodomethane (4.3 μl, 0.07 mmol) in anhydrous N,N-dimethylformamide (1 ml) was stirred for 10 hours at room temperature. Water was added to the reaction mixture, which was then extracted with ethyl acetate. The organic layer was dried on anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting residue was purified with silica gel column chromatography (ethyl acetate/n-hexane=1/10, v/v) to give the titled compound as a white solid. (Yield: 35%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188114B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-624529501ca04e50af3e430e76be6800 |
| Source note | uspto-grants-2012_05 |