Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Pentanol | HCID 11428 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 67267320 | HCID 67267320 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58938535 | HCID 58938535 | 75.4% |
Reaction Steps
To a solution of 3-pentanol (0.079 ml, 0.73 mmol) in DMF (1 ml) was added sodium hydride (60% in oil, 29 mg, 0.73 mmol). The mixture was stirred for 10 min before addition of 4-chloro-1-(2,4-dimethylphenyl)-6-ethyl-1,6-dihydro-7H-pyrrolo[2,3-d]pyridazin-7-one (55 mg, 0.18 mmol). The mixture was stirred at 60° C. for 4 hours, then diluted with water (30 ml) and extracted with ethyl acetate (50 ml). The extract were combined, washed with water, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by silica gel chromatography eluting with hexane/ethyl acetate (10:1) to give 48 mg (48%) of the title compound as an oil.
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-0e8a255f173b422fb8c3d65fd58471c4 |
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| Source note | uspto-grants-2011_03 |
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