4-sec-Butylphenylboronic acid → {4-[2-(4'-Sec-butyl-biphenyl-4-ylmethyl)-4-(2,4-dichloro-phenyl)-imidazol-1-ylmethyl]-phenylamino}-acetic acid methyl ester

HRID 2240716Notes

Reaction equation

HRID 2240716 reaction equation
[CH3:1][O:2][C:3](=[O:34])[CH2:4][NH:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][N:13]2[CH:17]=[C:16]([C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=3[Cl:25])[N:15]=[C:14]2[CH2:26][C:27]2[CH:32]=[CH:31][C:30](Br)=[CH:29][CH:28]=2)=[CH:8][CH:7]=1.[CH:35]([C:39]1[CH:44]=[CH:43][C:42](B(O)O)=[CH:41][CH:40]=1)([CH2:37][CH3:38])[CH3:36]>>[CH3:1][O:2][C:3](=[O:34])[CH2:4][NH:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][N:13]2[CH:17]=[C:16]([C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=3[Cl:25])[N:15]=[C:14]2[CH2:26][C:27]2[CH:32]=[CH:31][C:30]([C:42]3[CH:43]=[CH:44][C:39]([CH:35]([CH2:37][CH3:38])[CH3:36])=[CH:40][CH:41]=3)=[CH:29][CH:28]=2)=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 36908744-sec-Butylphenylboronic acidHCID 68583021HCID 68583021, compound

Product 1

HCID 68582633{4-[2-(4'-Sec-butyl-biphenyl-4-ylmethyl)-4-(2,4-dichloro-phenyl)-imidazol-1-ylmethyl]-phenylamino}-acetic acid methyl ester

Procedure

{4-[2-(4-Bromo-benzyl)-4-(2,4-dichloro-phenyl)-imidazol-1-ylmethyl]-phenylamino}-acetic acid methyl ester (1.4 g, 2.5 mmol) was coupled with 4-sec-butyl phenyl-boronic acid (600 mg, 3.3 mmol) following general procedure G to give {4-[2-(4′-sec-butyl-biphenyl-4-ylmethyl)-4-(2,4-dichloro-phenyl)-imidazol-1-ylmethyl]-phenylamino}-acetic acid methyl ester.

Sources & evidence

ORD record
ord-84895d3bed2f426f872f4ae2147775f4
Source dataset
uspto-grants-2010_05
Patent number
US07723369B2

Reaction notes

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