2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile → HCID 86620705, compound
Reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[C:8]([C:11]([F:14])([F:13])[F:12])[C:7]([C:15]#[N:16])=[CH:6][CH:5]=2.[F:17][C:18]([F:37])([F:36])[C:19]1[CH:20]=[C:21]([C:29]2[S:30][C:31]([CH2:34]Cl)=[CH:32][N:33]=2)[CH:22]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:24]=1>>[F:37][C:18]([F:17])([F:36])[C:19]1[CH:20]=[C:21]([C:29]2[S:30][C:31]([CH2:34][N:3]3[C:4]4[C:9](=[C:8]([C:11]([F:12])([F:14])[F:13])[C:7]([C:15]#[N:16])=[CH:6][CH:5]=4)[CH:10]=[C:2]3[CH3:1])=[CH:32][N:33]=2)[CH:22]=[C:23]([C:25]([F:26])([F:27])[F:28])[CH:24]=1Participants
3
Procedure
Synthesized as described in Example 4 using 2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (Example 120) and 2-[3,5-bis(trifluoromethyl)phenyl]-5-(chloromethyl)-1,3-thiazole (Example 321B): 1H NMR (400 MHz, CDCl3) δ 8.26 (s, 2H), 7.89 (s, 1H), 7.74 (s, 1H), 7.57 (d, J=8.5 Hz, 1H), 7.53 (d, J=8.5 Hz, 1H), 6.67 (s, 1H), 5.58 (s, 2H), 2.57 (s, 3H): MS (ES) m/z 532 (M−1).
Workup
- customSynthesized
Sources & evidence
- ORD record
- ord-b256f067f67a41e1a0795ce61ba17ebd
- Source dataset
- uspto-grants-2011_09
- Patent number
- US08026262B2
Reaction notes
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