4,4,4-Trifluoro-3-methylbut-2-enoic acid → 6-[4-(4,4,4-TRIFLUORO-3-METHYLBUT-2-ENOYL)PIPERAZIN-1-YL]-PYRIDAZINE-3-CARBOXYLIC Acid (3-METHYLBUTYL)AMIDE
Reaction equation
[F:1][C:2]([F:10])([F:9])[C:3]([CH3:8])=[CH:4][C:5](O)=[O:6].[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:5](=[O:6])[CH:4]=[C:3]([CH3:8])[C:2]([F:10])([F:9])[F:1])[CH2:26][CH2:25]2)=[CH:22][CH:23]=1)=[O:17]Participants
3
Procedure
Following the procedure of Example 9, making variations only as required to use to use 4,4,4-trifluoro-3-methylbut-2-enoic acid in place of 2,5-dichlorobenzoic acid to react with 6-piperazin-1-yl-pyridazine-3-carboxylic acid (3-methylbutyl)amide, the title compound was obtained as a white powder (62% yield). 1H NMR (300 MHz, CDCl3) δ 8.05, 7.83, 7.00, 6.55, 3.86-3.83, 3.80-3.73, 3.62-3.60, 3.48, 2.01, 1.75-1.62, 1.49, 0.92. MS (ES+) m/z 414.4 (M+1).
Sources & evidence
- ORD record
- ord-a87e970408d84cbc81e428777c589c7d
- Source dataset
- uspto-grants-2010_07
- Patent number
- US07754711B2
Reaction notes
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