Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrazole | HCID 1048 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 57743122 | HCID 57743122 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178434029 | HCID 178434029 | 67.6% |
Reaction Steps
87 mg of sodium hydride (55% oil dispersion) was added to 5 ml of DMF. To this was added 0.14 g of pyrazole, and the mixture was stirred for 0.5 hours at room temperature. To the resultant mixture was added 0.25 g of 4-chloro-5-(4-chlorophenyl)-3,6-dimethylpyridazine, and the mixture was stirred for 3 hours on an oil bath of 80° C. To the reaction mixture was added ethyl acetate, and the mixture was washed with brine four times. The organic layer was dried over anhydrous magnesium sulfate, then, concentrated under reduced pressure. 0.38 g of the resultant residue was subjected to silica gel column chromatography, to obtain 0.19 g of 5-(4-chloro-phenyl)-3,6-dimethyl-4-pyrazolylpyridazine (hereinafter, described as compound (6) of the present invention.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08022073B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-3685d6ef87154968bf36c444e2a72aa0 |
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| Source note | uspto-grants-2011_09 |
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