Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piconol | HCID 11474 | — |
| Reactant | Benzoylhydrazine | HCID 11955 | — |
| Reactant | 3,6-Dichloropyridazine | HCID 67331 | — |
| Reactant | 3,6-Dichloro-4-methylpyridazine | HCID 87923 | — |
| Reactant | (1-Methyl-1H-1,2,4-triazol-3-yl)methanol | HCID 10351670 | — |
| Reactant | 1-Methylcyclobutane-1-carboxylic acid | HCID 12757488 | — |
| Product | HCID 57438969 | HCID 57438969 | — |
Reaction Steps
The compound was prepared using the procedures described in Example 102, Steps a), b) and c) with 1-methylcyclobutane carboxylic acid (U.S. Pat. No. 4,220,795) and 3,6-dichloro-4-methylpyridazine being used instead of cyclopentane carboxylic acid and 3,6-dichloropyridazine respectively in Step a), and benzoic acid hydrazide being used instead of 2-thiophene carboxylic acid hydrazide in Step b), and (1-methyl-1 H-1,2,4-triazol-3-yl)methanol (prepared using the conditions described in EP-A-421210) being used instead of 2-hydroxymethylpyridine in Step c). Data for the title compound: 1H NMR (360 MHz, CDCl3) δ1.57 (3 H, s), 1.74-1.84 (1 H, m), 2.02-2.14 (1 H, m), 2.20-2.26 (2 H, m), 2.50-2.58 (2 H, m), 2.62 (3 H, s), 3.93 (3 H, s), 5.48 (2 H, s), 7.44-7.54 (3 H, m), 8.04 (1 H, s), 8.49 (2 H, d, J=8 Hz); MS (ES+) m/e 390 [MH]+. Anal. Found C, 64.74; H, 5.92; N, 24.88. C21H23N7O requires C, 64.76; H, 5.95; N, 25.18%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06255305B1 |
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| Source dataset | uspto-grants-2001_07 |
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| ORD ID | ord-696b6bbf807b43c5aa6b7631f747df3e |
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| Source note | uspto-grants-2001_07 |
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