Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | HCID 67142450 | HCID 67142450 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86615278 | HCID 86615278 | — |
Reaction Steps
Dimethylamine (1.05 ml, 2.1 mmol), acetic acid (0.81 ml), and formaldehyde (442 μl) were added to a solution of 1-allyl-7-(3,4-dihydro-1H-isoquinolin-2-yl)-2-methyl-1H-pyrrolo[2,3-c]pyridin-5-yl]-(4-methylpiperazin-1-yl)-methanone (600 mg, 1.40 mmol) prepared in Step 2 in ethanol (5 ml). The reaction mixture was refluxed overnight and then concentrated under reduced pressure. The resulting residue was purified with silica gel column chromatography (methanol/dichloromethane=1/10, v/v). The resulting white solid (300 mg, 0.62 mmol) was dissolved in ethanol (2 ml) and then iodomethane (77.2 μl, 1.24 mmol) was added thereto. The reaction mixture was stirred overnight at room temperature and then filtered. The resulting residue was dried to give 100 mg of the titled compound as a white solid. The product was used in the subsequent step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07662832B2 |
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| Source dataset | uspto-grants-2010_02 |
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| ORD ID | ord-dd7ad16c62d947d1808b372d668a1cc4 |
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| Source note | uspto-grants-2010_02 |
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