Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 86592080 | HCID 86592080 | — |
| Reactant | HCID 178420675 | HCID 178420675 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22175450 | HCID 22175450 | 84.1% |
Reaction Steps
To a solution of tert-butyl(4-butoxy-2-isobutyl-6{[methoxy(methyl)amino]carbonyl}-1-oxo-1,2-dihydro-3-isoquinolinyl)methylcarbamate (0.49 g, 1 mmol) in tetrahydrofuran (10 ml) was added 1N methylmagnesium bromide tetrahydrofuran solution (5 ml) at 0° C. The mixture was stirred at 0° C. for 1 h. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give tert-butyl(6-acetyl-4-butoxy-2-isobutyl-1-oxo-1,2-dihydro-3-isoquinolinyl)methylcarbamate (0.37 g, 84.1%) as crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07034039B2 |
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| Source dataset | uspto-grants-2006_04 |
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| ORD ID | ord-4aaa14bdce544d808f883a2ce275cc11 |
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| Source note | uspto-grants-2006_04 |
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