Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Trifluoromethanesulfonic acid | HCID 62406 | — |
| Reactant | HCID 11674985 | HCID 11674985 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | HCID 57940624 | HCID 57940624 | 30% |
Reaction Steps
4-Dimethylaminopyridine (0.142 g) and trifluoromethane sulfonic acid anhydrate (0.140 mL) were added to 1-[1-(6-methoxy-3-pyridyl)-5-(2-pyridyl)pyrazole-3-carbonyl]hexahydropyridazine (0.203 g) obtained in Example 162 in N,N-dimethylformamide (4.0 mL) at 0° C., followed by stirring for 20 minutes. The reaction mixture was partitioned between saturated aqueous solution of sodium hydrogencarbonate and ethyl acetate. The organic layer was washed with saturated brine, and then dried over sodium sulfate anhydrate. The mixture was subjected to filtration, and the solvent was removed under reduced pressure. The residue was purified through silica gel column chromatography (chloroform-methanol), to thereby give the title compound as a solid (65.5 mg, 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07622471B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-7c6fd56dbd724b50b735bbc682be22d3 |
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| Source note | uspto-grants-2009_11 |
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