Methyl iodide → HCID 67092529, compound
Reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([C:14]3[CH:15]=[C:16]([C:32]([NH:34][CH2:35][CH2:36][CH2:37][N:38]4[CH2:42][CH2:41][CH2:40][CH2:39]4)=[O:33])[C:17](=[O:31])[N:18]([C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=4)[C:19]=3[CH3:20])=[CH:12][CH:11]=[N:10]2)=[CH:5][CH:4]=1)#[N:2].[I:43][CH3:44]>>[I-:43].[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([C:14]3[CH:15]=[C:16]([C:32]([NH:34][CH2:35][CH2:36][CH2:37][N+:38]4([CH3:44])[CH2:39][CH2:40][CH2:41][CH2:42]4)=[O:33])[C:17](=[O:31])[N:18]([C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=4)[C:19]=3[CH3:20])=[CH:12][CH:11]=[N:10]2)=[CH:5][CH:4]=1)#[N:2]Participants
3
Procedure
5-[1-(4-cyanophenyl)-1H-pyrazol-5-yl]-6-methyl-2-oxo-N-(3-pyrrolidin-1-ylpropyl)-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide was reacted with iodomethane using an analogous method to that described in Step 2 of Example 4 to afford the title compound (154 mg, 68%) as a white solid; 1H NMR (500 MHz, DMSO) δ 1.82 (3H, s), 1.93 (2H, td), 2.10-2.01 (4H, m), 2.94 (3H, s), 3.31-3.27 (4H, m), 3.49-3.34 (4H, m), 6.72 (1H, d), 7.67 (2H, d), 7.71 (1H, d), 7.88-7.83 (2H, m), 7.97-7.91 (4H, m), 8.03 (1H, s), 9.40 (1H, t); APCI-MSm/z: 589[M+]
Sources & evidence
- ORD record
- ord-f7bf154b6c7b4e1ca00cc5fdf9af8fdd
- Source dataset
- uspto-grants-2013_05
- Patent number
- US08436024B2
Reaction notes
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