2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile → HCID 67406398, compound

HRID 913729Notes

Reaction equation

HRID 913729 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.BrCC[C:20]1[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:21]=1[O:27][C:28]1C=CC(F)=C[C:29]=1CCBr>>[F:26][C:24]1[CH:25]=[CH:20][C:21]([O:27][CH2:28][CH2:29][N:3]2[C:4]3[C:9](=[C:8]([C:11]([F:12])([F:14])[F:13])[C:7]([C:15]#[N:16])=[CH:6][CH:5]=3)[CH:10]=[C:2]2[CH3:1])=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 533093462-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrileHCID 67404843HCID 67404843, compound

Product 1

HCID 67406398HCID 67406398, compound

Procedure

Synthesized as described in Example 4 using 2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (Example 120) and 2-bromoethyl-4-fluorophenylether: 1H NMR (400 MHz, CDCl3) δ 7.57 (d, J=8.5 Hz, 1H), 7.52 (d, J=8.5 Hz, 1H), 6.92 (t, J=8.6 Hz, 2H), 6.69 (m, 2H), 6.59 (s, 1H), 4.53 (t, J=5.3 Hz, 2H), 4.20 (t, J=5.3 Hz, 2H), 2.57 (s, 3H): MS (ES) m/z 363 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-b849049283394cf99f5b89efe0c11a40
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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