Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 131727755 | HCID 131727755 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131727757 | HCID 131727757 | 91% |
Reaction Steps
To a suspension of sodium hydride (60 mg of 60% dispersion in mineral oil, hexane-washed, 1.5 mmol) in 5 mL of THF was added (±)-cis tert-butyl 6-methoxy-4-oxo-3,3a,4,5-tetrahydro-1H-pyrrolo[3,4-c]quinoline-2(9bH)-carboxylate from Example 10, Part A (0.40 g, 1.25 mmol) in 4 mL of THF. The reaction was stirred at ambient temperature for 1 h, at which time gas evolution had ceased. Then there was added iodomethane (0.23 mL, 3.75 mmol) and the resulting mixture was allowed to stir at ambient temperature for 18 h. The reaction was quenched with 1N HCl and was extracted with ethyl acetate. The organics were washed with brine, dried (MgSO4) and concentrated in vacuo to afford 0.38 g (91%) of the title compound which was used without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07618980B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-5ec4dd83efa947d99059f02d72cd8c7f |
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| Source note | uspto-grants-2009_11 |
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