2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile → HCID 86620725, compound

HRID 913769Notes

Reaction equation

HRID 913769 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.Br[CH2:18][C:19]1[O:23][C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:33])([F:32])[F:31])[CH:25]=2)=[N:21][CH:20]=1>>[CH3:1][C:2]1[N:3]([CH2:18][C:19]2[O:23][C:22]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:33])([F:31])[F:32])[CH:25]=3)=[N:21][CH:20]=2)[C:4]2[C:9]([CH:10]=1)=[C:8]([C:11]([F:12])([F:14])[F:13])[C:7]([C:15]#[N:16])=[CH:6][CH:5]=2

Participants

3

Reactant 2

HCID 533093462-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrileHCID 57800477HCID 57800477, compound

Product 1

HCID 86620725HCID 86620725, compound

Procedure

Synthesized as described in Example 4 using 2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (Example 120) and 5-(bromomethyl)-2-[3-(trifluoromethyl)phenyl]-1,3-oxazole (Example 370C): 1H NMR (400 MHz, CDCl3) δ 8.19 (s, 1H), 8.07 (d, J=7.8 Hz, 1H), 7.70 (d, J=7.8 Hz, 1H), 7.59 (m, 3H), 7.04 (s, 1H), 6.65 (s, 1H), 5.42 (s, 2H), 2.62 (s, 3H); MS (ES) m/z 450 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-940e9f44f9b54ea683b1e6e1c7ce1070
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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