6-Bromo-1H-indole-4-carbonitrile → 6-bromo-1-(6-chloro-2,3-dimethylquinolin-4-yl)-1H-indole-4-carbonitrile

HRID 1618601Notes

Reaction equation

HRID 1618601 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:11]#[N:12])[C:5]2[CH:6]=[CH:7][NH:8][C:9]=2[CH:10]=1.Cl[C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[C:21]([Cl:24])[CH:22]=2)[N:17]=[C:16]([CH3:25])[C:15]=1[CH3:26]>>[Br:1][C:2]1[CH:3]=[C:4]([C:11]#[N:12])[C:5]2[CH:6]=[CH:7][N:8]([C:14]3[C:23]4[C:18](=[CH:19][CH:20]=[C:21]([Cl:24])[CH:22]=4)[N:17]=[C:16]([CH3:25])[C:15]=3[CH3:26])[C:9]=2[CH:10]=1

Participants

3

Reactant 2

HCID 247286096-Bromo-1H-indole-4-carbonitrileHCID 609949634,6-Dichloro-2,3-dimethylquinoline

Product 1

HCID 672853536-bromo-1-(6-chloro-2,3-dimethylquinolin-4-yl)-1H-indole-4-carbonitrile

Procedure

Prepared according to procedure U using 6-bromo-1H-indole-4-carbonitrile (0.5 g, 2.26 mmol) and 4,6-dichloro-2,3-dimethylquinoline (0.5626 g, 2.49 mmol) to give 6-bromo-1-(6-chloro-2,3-dimethylquinolin-4-yl)-1H-indole-4-carbonitrile as a yellow solid: Mass Spectrum (ESI) m/e=410.0 [M+1 (79Br)] and 412.0 [M+1 (81Br)].

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-ec23b8c9a5584de89c00f3ab5b33afcf
Source dataset
uspto-grants-2014_07
Patent number
US08765940B2

Reaction notes

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