Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Pentanol | HCID 11428 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 67268082 | HCID 67268082 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11515618 | HCID 11515618 | 94.3% |
Reaction Steps
To a solution 3-pentanol (0.064 ml, 0.60 mmol) in DMF (1 ml) was added sodium hydride (60% in oil, 24 mg, 0.60 mmol). The mixture was stirred for 10 min before addition of 4-chloro-1-(2,4-dimethylphenyl)-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-d]pyridazin-7-one (43.2 mg, 0.15 mmol). The mixture was stirred at 60° C. for 3 hours, then dilated 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 chromatography eluting with hexane/ethyl acetate (5:1) to give 48 mg (94%) 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-6383d50137984652bb7b3db5db01549a |
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| Source note | uspto-grants-2011_03 |
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