Allyl bromide → 2-Ethyl-1-(2-propen-1-yl)-4-(trifluoromethyl)-1H-indole-5-carbonitrile

HRID 2101970Notes

Reaction equation

HRID 2101970 reaction equation
[CH2:1]([C:3]1[NH:4][C:5]2[C:10]([CH:11]=1)=[C:9]([C:12]([F:15])([F:14])[F:13])[C:8]([C:16]#[N:17])=[CH:7][CH:6]=2)[CH3:2].[CH2:18](Br)[CH:19]=[CH2:20]>>[CH2:1]([C:3]1[N:4]([CH2:20][CH:19]=[CH2:18])[C:5]2[C:10]([CH:11]=1)=[C:9]([C:12]([F:15])([F:13])[F:14])[C:8]([C:16]#[N:17])=[CH:7][CH:6]=2)[CH3:2]

Participants

3

Reactant 2

HCID 7841Allyl bromideHCID 674038192-ethyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Product 1

HCID 674061862-Ethyl-1-(2-propen-1-yl)-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesized as described in Example 149 from 2-ethyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile and allyl bromide: 1H NMR (400 MHz, CDCl3) δ 7.49 (d, J=8.5 Hz, 1H), 7.42 (d, J=8.5 Hz, 1H), 6.60 (s, 1H), 5.93 (ddt, J=17.7, 10.4, 4.3 Hz, 1H), 5.18 (app. d, J=10.3 Hz, 1H), 4.80-4.73 (m, 3H), 2.78 (q, J=7.4 Hz, 2H), 1.40 (t, J=7.4 Hz, 3H).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-ccd4d75170444415892be4d3681e9a8d
Source dataset
uspto-grants-2009_08
Patent number
US07572820B2

Reaction notes

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