Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 39733754 | HCID 39733754 | — |
| Reactant | 3-Chloro-6-(1-methyl-1H-pyrazol-4-yl)pyridazine | HCID 54595607 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | HCID 58955249 | HCID 58955249 | 65% |
Reaction Steps
Quinolin-6-yl-acetic acid hydrazide (188 mg, 0.93 mmol) and 3-Chloro-6-(1-methyl-1H-pyrazol-4-yl)-pyridazine (202 mg, 0.93 mmol, Example 1: step a) were dissolved in butanol (120 mL). The reaction mixture was heated to 120° C. overnight fitted with water cooled refluxing condenser and argon line. The reaction was concentrated in vacuo followed by HPLC purification (5-65% CH3CN over 40 min) resulting in the title compound as a tan solid (201.6 mg, 65%). 1H-NMR (CD3OD): δ 9.08-9.04 (2H, m), 8.30-8.29 (2H, m), 8.21-8.06 (4H, m), 7.99-7.95 (1H, q, J=5.3, 3.0 Hz), 7.68-7.65 (1H, d, J=9.8), 4.85 (2H, s), 3.89 (3H, s), 4.96 (2H, s). ESI-MS (m/z): Calcd. For C19H15N7: 341.37; found: 342.3 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08173654B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-173dbb870ffb4db995399627ec0fdedc |
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| Source note | uspto-grants-2012_05 |
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