Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Butanoyl chloride, 2-oxo- | HCID 11007880 | — |
| Reactant | 3-Hydrazinyl-6-(4-methoxyphenyl)pyridazine | HCID 15743872 | — |
| Product | HCID 23153704 | HCID 23153704 | 21% |
Reaction Steps
2.09 ml (15.0 mmol) of triethylamine and 1.23 ml (11.0 mmol) of ethyloxalyl chloride were added to a dioxane solution (20 ml) of 2.16 g (10.0 mmol) of 3-hydrazino-6-(4-methoxyphenyl)pyridazine, obtained according to the method described in Journal of Medicinal Chemistry, Vol. 30, pp. 239-249 (1987), and the reaction liquid was stirred at 60° C. for 4 hours. The reaction liquid was concentrated under reduced pressure, and acetic acid (10 ml) was added to the resulting residue and stirred at 120° C. for 2 hours. The reaction liquid was concentrated under reduced pressure, and the resulting residue was purified through silica gel column chromatography (hexane/ethyl acetate=1/4) to obtain 615 mg (yield: 21%) of ethyl 6-(4-methoxyphenyl)[1,2,4]triazolo[4,3-b]pyridazine-3-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07645756B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-b05095c0c7b343af842cd95d6f3aef19 |
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| Source note | uspto-grants-2010_01 |
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