3-Chloroaniline → 2-Bromo-5-[(4-chloro-phenyl)-(3-chloro-phenylamino)-methyl]-1-isopropyl-1H-imidazole-4-carboxylic acid ethyl ester

HRID 2410112Notes

Reaction equation

HRID 2410112 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([Br:23])[N:9]([CH:20]([CH3:22])[CH3:21])[C:10]=1[CH:11]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=1)O)=[O:5])[CH3:2].[Cl:24][C:25]1[CH:26]=[C:27]([CH:29]=[CH:30][CH:31]=1)[NH2:28]>>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([Br:23])[N:9]([CH:20]([CH3:22])[CH3:21])[C:10]=1[CH:11]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=1)[NH:28][C:27]1[CH:29]=[CH:30][CH:31]=[C:25]([Cl:24])[CH:26]=1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 79323-ChloroanilineHCID 86707749ethyl 2-bromo-5-((4-chlorophenyl)(hydroxy)methyl)-1-isopropyl-1H-imidazole-4-carboxylate2×

Product 1

HCID 867077662-Bromo-5-[(4-chloro-phenyl)-(3-chloro-phenylamino)-methyl]-1-isopropyl-1H-imidazole-4-carboxylic acid ethyl ester

Procedure

The title compound was prepared in analogy to the procedure described for step E2 using 2-bromo-5-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-imidazole-4-carboxylic acid ethyl ester (intermediate B) and 3-chloro-aniline as starting materials. tR: 1.45 min (LC-MS 2); ESI-MS: 510.1/512.1 [M+H]+ (LC-MS 2).

Sources & evidence

ORD record
ord-34072c26684445e38089074585aa0e5b
Source dataset
uspto-grants-2014_08
Patent number
US08815926B2

Reaction notes

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