1-benzyl-2-methyl bromo-5-(2,4-difluorophenyl)-1H-imidazole → 1-Benzyl-2-methyl-4-(3-(N-[3-methylbut-2-yl]-N-[cyano]amino)-4-nitrophenyl)-5-(2,4-difluorophenyl)-1H-imidazole

HRID 250746Notes

Reaction equation

HRID 250746 reaction equation
[CH2:1]([N:8]1[C:12]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=2[F:20])=[C:11](Br)[N:10]=[C:9]1[CH3:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:23]([N:25]([CH:43]([CH:45]([CH3:47])[CH3:46])[CH3:44])[C:26]1[CH:31]=[C:30](B2OCC(C)(C)CO2)[CH:29]=[CH:28][C:27]=1[N+:40]([O-:42])=[O:41])#[N:24]>>[CH2:1]([N:8]1[C:12]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=2[F:20])=[C:11]([C:30]2[CH:29]=[CH:28][C:27]([N+:40]([O-:42])=[O:41])=[C:26]([N:25]([CH:43]([CH:45]([CH3:47])[CH3:46])[CH3:44])[C:23]#[N:24])[CH:31]=2)[N:10]=[C:9]1[CH3:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 179816721-benzyl-2-methyl bromo-5-(2,4-difluorophenyl)-1H-imidazoleHCID 86623269N-[cyano]N-[3-methylbut-2-yl]2-nitro-5-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)aniline

Product 1

HCID 866232681-Benzyl-2-methyl-4-(3-(N-[3-methylbut-2-yl]-N-[cyano]amino)-4-nitrophenyl)-5-(2,4-difluorophenyl)-1H-imidazole

Procedure

Beginning with 1-benzyl-2-methyl-4-bromo-5-(2,4-difluorophenyl)-1H-imidazole and N-[cyano]N-[3-methylbut-2-yl]2-nitro-5-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)aniline, the title compound is prepared essentially as described in Preparation 35.

Workup

  1. customas described in Preparation 35

Sources & evidence

ORD record
ord-656ab5f7dc28457d85f02e98240b5fe8
Source dataset
uspto-grants-2011_01
Patent number
US07863310B2

Reaction notes

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