Hydrazine hydrate (1:1) → HCID 22037606, compound
Reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1O[C:9]1([C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1)[C:10](=O)[CH3:11].O.[NH2:21][NH2:22]>C(O)C>[CH3:11][C:10]1[NH:22][N:21]=[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[CH3:1])[C:9]=1[C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 4-(2-methylphenyl)-3-(4-pyridyl)-3,4-epoxy-2-butanone (step 2) (0.11 g, 0.434 mmol) and hydrazine hydrate (0.043 g, 0.868 mmol) in ethyl alcohol (50 ml) was heated at reflux for 20 hours. The solvent was removed and the resulting residue was purified by chromatography to give 4-[5-methyl-3-(2-methylphenyl)-1H-pyrazol-4-yl]pyridine: Anal. Calc'd for C16H15N3 (249.32): C, 77.08; H, 6.06; N, 16.85. Found: C, 76.66; H, 5.91; N, 16.84.
Workup
- temperatureat reflux for 20 hours
- customThe solvent was removed
- customthe resulting residue was purified by chromatography
Sources & evidence
- ORD record
- ord-9a982468ba7245548639922973bcb679
- Source dataset
- uspto-grants-2003_09
- Patent number
- US06617324B1
Reaction notes
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