2,2,3,3-Tetramethylcyclopropanecarboxylic acid → HCID 66849673, compound
Reaction equation
[CH3:1][C:2]1([CH3:10])[C:4]([CH3:6])([CH3:5])[CH:3]1[C:7]([OH:9])=O.[NH2:11][C:12]1[N:17]=[N:16][C:15]([N:18]2[CH2:23][CH2:22][N:21]([C:24]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[C:32]([F:35])([F:34])[F:33])=[O:25])[CH2:20][CH2:19]2)=[CH:14][CH:13]=1>>[F:35][C:32]([F:33])([F:34])[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=1[C:24]([N:21]1[CH2:20][CH2:19][N:18]([C:15]2[N:16]=[N:17][C:12]([NH:11][C:7]([CH:3]3[C:4]([CH3:5])([CH3:6])[C:2]3([CH3:1])[CH3:10])=[O:9])=[CH:13][CH:14]=2)[CH2:23][CH2:22]1)=[O:25]Participants
3
Procedure
Following the procedure of Example 2, making variations only as required to use 2,2,3,3-tetramethylcyclopropanecarboxylic acid in place of benzyloxyacetic acid to react with [4-(6-aminopyridazin-3-yl)piperazin-1-yl](2-trifluoromethylphenyl)-methanone, the title compound was obtained as a white powder (48% yield). 1H NMR (300 MHz, CDCl3) δ 8.77, 8.28, 7.72, 7.60, 7.53, 7.34, 6.99, 4.01-3.85, 3.63-3.60, 3.52-3.45, 3.31-3.27, 1.78-1.74, 1.28, 1.20. MS (ES+) m/z 476.3 (M+1).
Sources & evidence
- ORD record
- ord-734f054cd4364a2bbc3c8b5402ab1af2
- Source dataset
- uspto-grants-2010_07
- Patent number
- US07759348B2
Reaction notes
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