5-bromo-2-(4-methyl-1H-imidazol-1-yl)benzonitrile → 5-[3-Cyano-4-(4-methyl-imidazol-1-yl)-phenylamino]-2-(3,4,5-trifluoro-benzyl)-2H-pyrazole-3-carboxylic acid methyl ester

HRID 2063688Notes

Reaction equation

HRID 2063688 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].[CH3:16][O:17][C:18]([C:20]1[N:21]([CH2:26][C:27]2[CH:32]=[C:31]([F:33])[C:30]([F:34])=[C:29]([F:35])[CH:28]=2)[N:22]=[C:23]([NH2:25])[CH:24]=1)=[O:19]>>[CH3:16][O:17][C:18]([C:20]1[N:21]([CH2:26][C:27]2[CH:32]=[C:31]([F:33])[C:30]([F:34])=[C:29]([F:35])[CH:28]=2)[N:22]=[C:23]([NH:25][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]([C:7]#[N:8])[CH:9]=2)[CH:24]=1)=[O:19]

Participants

3

Reactant 2

HCID 669615175-bromo-2-(4-methyl-1H-imidazol-1-yl)benzonitrileHCID 67365405HCID 67365405, compound

Product 1

HCID 462164195-[3-Cyano-4-(4-methyl-imidazol-1-yl)-phenylamino]-2-(3,4,5-trifluoro-benzyl)-2H-pyrazole-3-carboxylic acid methyl ester

Procedure

Prepared in analogy to example 1b) starting with 5-bromo-2-(4-methyl-imidazol-1-yl)-benzonitrile and 5-amino-2-(3,4,5-trifluoro-benzyl)-2H-pyrazole-3-carboxylic acid methyl ester. The title compound was obtained as a colorless solid (Yield=15%). MS ISP (m/e): 467.2 (100) [(M+H)+].

Workup

  1. customPrepared in analogy to example 1b)

Sources & evidence

ORD record
ord-e231c6379603436885f1f230b6482815
Source dataset
uspto-grants-2012_10
Patent number
US08288403B2

Reaction notes

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