1-Iodopentane → Piperazine,1-[6-(2-oxo-3-pentyl-1-imidazolidinyl)-3-pyridazinyl]-4-[2-(trifluoromethyl)benzoyl]-
Reaction equation
I[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[F:7][C:8]([F:36])([F:35])[C:9]1[CH:34]=[CH:33][CH:32]=[CH:31][C:10]=1[C:11]([N:13]1[CH2:18][CH2:17][N:16]([C:19]2[N:24]=[N:23][C:22]([N:25]3[CH2:29][CH2:28][NH:27][C:26]3=[O:30])=[CH:21][CH:20]=2)[CH2:15][CH2:14]1)=[O:12]>>[CH2:2]([N:27]1[CH2:28][CH2:29][N:25]([C:22]2[N:23]=[N:24][C:19]([N:16]3[CH2:17][CH2:18][N:13]([C:11](=[O:12])[C:10]4[CH:31]=[CH:32][CH:33]=[CH:34][C:9]=4[C:8]([F:35])([F:36])[F:7])[CH2:14][CH2:15]3)=[CH:20][CH:21]=2)[C:26]1=[O:30])[CH2:3][CH2:4][CH2:5][CH3:6]Participants
3
Procedure
Following the procedure as described in Example 2, making variations only as required to use 1-iodopentane in place of 1-iodo-3-methylbutane to react with 1-{6-[4-(2-trifluoromethylbenzoyl)piperazin-1-yl]pyridazin-3-yl}imidazolidin-2-one, the title compound was obtained as a white solid in 13% yield (7.4 mg). 1H NMR (300 MHz, CDCl3) δ 8.45 (d, J=9.9 Hz, 1H), 7.71 (d, J=7.5 Hz, 1H), 7.47-7.64 (m, 2H), 7.33 (d, J=7.5 Hz, 1H), 6.99 (d, J=9.9 Hz, 1H), 3.82-4.13 (m, 4H), 3.43-3.65 (m, 6H), 3.23-3.34 (m, 4H), 1.48-1.62 (m, 2H), 1.20-1.36 (m, 4H), 0.87 (d, J=7.5 Hz, 3H). MS (ES+) m/z 491 (M+1).
Sources & evidence
- ORD record
- ord-d9b8c81b1859475ea11417682d3e7208
- Source dataset
- uspto-grants-2010_08
- Patent number
- US07767677B2
Reaction notes
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