HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 750128Generated: October 30, 2026
Methyl iodide → 6-chloro-2-dimethylamino-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester
https://huagongshe.com/reaction/750128
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-chloro-2-methylamino-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester | HCID 10125945 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-chloro-2-dimethylamino-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester | HCID 10286901 | 56.3% |
Reaction Steps
A mixture of 6-chloro-2-methylamino-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic acid methyl ester (800 mg), potassium carbonate (400 mg), methyl iodide (20 ml) and DMF (20 ml) was stirred at 80° C. for 3 days. The reaction mixture was concentrated, and ethyl acetate was added to the obtained residue. The mixture was washed with water and brine, dried over sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1) and crystallized from isopropyl ether to give the title compound (469 mg) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07402595B2 |
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| Source dataset | uspto-grants-2008_07 |
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| ORD ID | ord-4151e229453642639bc4cb91592dd12f |
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| Source note | uspto-grants-2008_07 |
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