Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Bromopentane | HCID 15738 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 67266934 | HCID 67266934 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67268316 | HCID 67268316 | 25.9% |
Reaction Steps
To a solution of 4-amino-1-mesityl-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-d]pyridazin-7-one (113 mg, 0.40 mmol) in DMF (1 ml) were added sodium hydride (60% in oil, 48 mg, 1.20 mmol) and 3-bromopentane (0.15 ml, 1.20 mmol). The mixture was stirred at 80° C. for 15 hours, then diluted with water (30 ml) and extracted with ethyl acetate (50 ml). The extract was washed with water, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with hexane/ethyl acetate (5:1) to give 35 mg (25%) of the title compound as crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07897607B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-b971ea18a1f14f6e89c29d825115ef14 |
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| Source note | uspto-grants-2011_03 |
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