2-cyclopropyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile → HCID 86620724, compound

HRID 913765Notes

Reaction equation

HRID 913765 reaction equation
[CH:1]1([C:4]2[NH:5][C:6]3[C:11]([CH:12]=2)=[C:10]([C:13]([F:16])([F:15])[F:14])[C:9]([C:17]#[N:18])=[CH:8][CH:7]=3)[CH2:3][CH2:2]1.Br[CH2:20][C:21]1[N:22]=[C:23]([C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:34])[F:33])[CH:27]=2)[O:24][CH:25]=1>>[CH:1]1([C:4]2[N:5]([CH2:20][C:21]3[N:22]=[C:23]([C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:33])[F:34])[CH:27]=4)[O:24][CH:25]=3)[C:6]3[C:11]([CH:12]=2)=[C:10]([C:13]([F:14])([F:15])[F:16])[C:9]([C:17]#[N:18])=[CH:8][CH:7]=3)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 674044722-cyclopropyl-4-(trifluoromethyl)-1H-indole-5-carbonitrileHCID 67407533HCID 67407533, compound

Product 1

HCID 86620724HCID 86620724, compound

Procedure

Synthesized as described in Example 4 using 2-cyclopropyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (Example 165A) and 4-(bromomethyl)-2-[3-(trifluoromethyl)phenyl]-1,3-oxazole (synthesized similarly to Example 353): 1H NMR (400 MHz, CDCl3) δ 8.24 (s, 1H), 8.16 (d, J=7.8 Hz, 1H), 7.71 (d, J=7.8 Hz, 1H), 7.58 (m, 3H), 7.34 (s, 1H), 6.45 (s, 1H), 5.49 (s, 2H), 2.02 (m, 1H), 1.11 (m, 2H), 0.88 (m, 2H); MS (ES) m/z 476 (M+1).

Workup

  1. customSynthesized
  2. customsynthesized similarly to Example 353): 1H NMR (400 MHz, CDCl3) δ 8.24 (s, 1H), 8.16 (d, J=7.8 Hz, 1H), 7.71 (d, J=7.8 Hz, 1H), 7.58 (m, 3H), 7.34 (s, 1H), 6.45 (s, 1H), 5.49 (s, 2H), 2.02 (m, 1H), 1.11 (m, 2H), 0.88 (m, 2H)

Sources & evidence

ORD record
ord-3f0bafc8c3c44f4985c5cd871c56387f
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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