5-bromo-2-(4-methyl-1H-imidazol-1-yl)benzonitrile → 5-[1-(2,4-Dichloro-phenyl)-5-methyl-1H-[1,2,4]triazol-3-ylamino]-2-(4-methyl-imidazol-1-yl)-benzonitrile

HRID 2063645Notes

Reaction equation

HRID 2063645 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([N:10]2[CH:14]=[C:13]([CH3:15])[N:12]=[CH:11]2)=[C:6]([CH:9]=1)[C:7]#[N:8].[Cl:16][C:17]1[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:18]=1[N:24]1[C:28]([CH3:29])=[N:27][C:26]([NH2:30])=[N:25]1>>[Cl:16][C:17]1[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:18]=1[N:24]1[C:28]([CH3:29])=[N:27][C:26]([NH:30][C:2]2[CH:3]=[CH:4][C:5]([N:10]3[CH:14]=[C:13]([CH3:15])[N:12]=[CH:11]3)=[C:6]([CH:9]=2)[C:7]#[N:8])=[N:25]1

Participants

3

Reactant 2

HCID 669615175-bromo-2-(4-methyl-1H-imidazol-1-yl)benzonitrileHCID 673416041-(2,4-dichlorophenyl)-5-methyl-1H-1,2,4-triazol-3-amine

Product 1

HCID 462140725-[1-(2,4-Dichloro-phenyl)-5-methyl-1H-[1,2,4]triazol-3-ylamino]-2-(4-methyl-imidazol-1-yl)-benzonitrile

Procedure

Prepared in analogy to example 1b) starting with 5-bromo-2-(4-methyl-imidazol-1-yl)-benzonitrile and 1-(2,4-dichloro-phenyl)-5-methyl-1H-[1,2,4]triazol-3-ylamine (prepared in analogy to Gazzetta Chimica Italiana 29, 105 (1899)). The title compound was obtained as a slightly brownish solid (Yield=54%). MS ISP (m/e): 424.2 & 426.0 (100 & 76) [(M+H)+].

Workup

  1. customPrepared in analogy to example 1b)

Sources & evidence

ORD record
ord-18664535162841f09d8646f548de95df
Source dataset
uspto-grants-2012_10
Patent number
US08288403B2

Reaction notes

Loading…