Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 6-Fluoro-1,2,3,4-tetrahydroisoquinolin-1-one | HCID 10725709 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 54126637 | HCID 54126637 | 96% |
Reaction Steps
To a stirred solution of 6-fluoro-3,4-dihydroisoquinolin-1(2H)-one (102 mg, 0.62 mmol) in THF (5 ml) was added NaH (49 mg of a 60% dispersion in mineral oil, 1.23 mmol) giving a thick white precipitate. After 30 minutes, methyl iodide (76 μl, 1.23 mmol) was added and the reaction was heated at 50° C. for 1 hour. Complete conversion was observed by TLC and the reaction was concentrated, diluted with dichloromethane (30 ml), washed with saturated NaHCO3 (15 ml), dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by FCC (using a gradient of eluents 1:1 Hexane/EtOAc to EtOAc) to provide the title compound as colourless oil (106 mg, 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08691804B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-bd2597377b964b1bb91c54de3df53c43 |
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| Source note | uspto-grants-2014_04 |
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