4-Methyl-1-piperazinecarbonyl chloride → 6-[4-[(4-Methylpiperazin-1-yl)carbonyl]piperazin-1-yl]pyridazine-3-carboxylic acid (3-methylbutyl)amide
Reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8](Cl)=[O:9])[CH2:4][CH2:3]1.[CH3:11][CH:12]([CH3:30])[CH2:13][CH2:14][NH:15][C:16]([C:18]1[N:19]=[N:20][C:21]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)=[CH:22][CH:23]=1)=[O:17]>>[CH3:11][CH:12]([CH3:30])[CH2:13][CH2:14][NH:15][C:16]([C:18]1[N:19]=[N:20][C:21]([N:24]2[CH2:29][CH2:28][N:27]([C:8]([N:5]3[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]3)=[O:9])[CH2:26][CH2:25]2)=[CH:22][CH:23]=1)=[O:17]Participants
3
Procedure
Following the procedure of Example 3, making variations only as required to use 4-methylpiperazine-1-carbonyl chloride in place of isoxazole-5-carbonyl chloride to react with 6-piperazin-1-yl-pyridazine-3-carboxylic acid (3-methylbutyl)amide, the title compound was obtained as a white powder (79% yield). 1H NMR (300 MHz, CDCl3) δ 8.01, 7.83, 6.96, 3.77-3.73, 3.51-3.44, 3.42-3.38, 3.36-3.33, 2.44-2.41, 2.31, 1.75-1.62, 1.48, 0.92. MS (ES+) m/z 404.4 (M+1).
Sources & evidence
- ORD record
- ord-5fbc5211fbec4b1fba22fce3a2bde091
- Source dataset
- uspto-grants-2010_07
- Patent number
- US07759348B2
Reaction notes
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