Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Butyl iodide | HCID 10962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 23442433 | HCID 23442433 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23442480 | HCID 23442480 | 53% |
Reaction Steps
To a suspension of sodium hydride (60-72% in mineral oil, 38 mg, 0.94 mmol) in tetrahydrofuran (2 ml) was added a suspension of 1,7-dimethyl-1,4-dihydro-9H-pyrazolo[4,3-b]quinolin-9-one (EXAMPLE 47, step 2, 100 mg, 0.469 mmol) in tetrahydrofuran (5 ml) at 0° C. After 30 min, 1-iodobutane (0.11 ml, 0.94 mmol) was added. The mixture was stirred at room temperature for 3 h and at 70° C. for 4 h. After cooling to room temperature, water (30 ml) was added and extracted with ethyl acetate (50 ml×2). The combined organic layer was dried over magnesium sulfate, and concentrated in vacuo. The obtained solid was washed with hexane to give 67 mg (53%) of the title compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06686373B2 |
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| Source dataset | uspto-grants-2004_02 |
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| ORD ID | ord-9717451cfd0244f788fa9f66f4970747 |
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| Source note | uspto-grants-2004_02 |
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