6-Bromo-4-methoxy-1H-indole → 4-(6-bromo-4-methoxy-1H-indol-1-yl)-6-chloro-2,3-dimethylquinoline

HRID 1618597Notes

Reaction equation

HRID 1618597 reaction equation
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][NH:8]2)=[C:4]([O:11][CH3:12])[CH:3]=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:10]=[C:9]2[C:5]([CH:6]=[CH:7][N:8]2[C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([Cl:24])[CH:22]=3)[N:17]=[C:16]([CH3:25])[C:15]=2[CH3:26])=[C:4]([O:11][CH3:12])[CH:3]=1

Participants

3

Reactant 2

HCID 247280346-Bromo-4-methoxy-1H-indoleHCID 609949634,6-Dichloro-2,3-dimethylquinoline

Product 1

HCID 672850594-(6-bromo-4-methoxy-1H-indol-1-yl)-6-chloro-2,3-dimethylquinoline

Procedure

Prepared according to procedure U using 6-bromo-4-methoxy-1H-indole (0.05 g, 0.22 mmol) and 4,6-dichloro-2,3-dimethylquinoline (0.075 g, 0.33 mmol) to give 4-(6-bromo-4-methoxy-1H-indol-1-yl)-6-chloro-2,3-dimethylquinoline as a yellow solid: Mass Spectrum (ESI) m/e=415.0 [M+1 (79Br)] and 417.0 [M+1 (81Br)].

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-522b3c3d025c4aa98d56232c3b0cae1b
Source dataset
uspto-grants-2014_07
Patent number
US08765940B2

Reaction notes

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