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

HRID 2240719Notes

Reaction equation

HRID 2240719 reaction equation
[CH3:1][O:2][C:3](=[O:33])[CH2:4][NH:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]2[CH:16]=[C:15]([C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:18]=3[Cl:24])[N:14]=[C:13]2[CH2:25][C:26]2[CH:31]=[CH:30][C:29](Br)=[CH:28][CH:27]=2)=[CH:8][CH:7]=1.C(OB([C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)O)CCC>>[CH3:1][O:2][C:3](=[O:33])[CH2:4][NH:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]2[CH:16]=[C:15]([C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:18]=3[Cl:24])[N:14]=[C:13]2[CH2:25][C:26]2[CH:31]=[CH:30][C:29]([C:44]3[CH:43]=[CH:42][C:41]([CH:6]([CH2:7][CH3:8])[CH3:11])=[CH:46][CH:45]=3)=[CH:28][CH:27]=2)=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 23048100Butylphenyl boronic acidHCID 68583535{4-[2-(4-Bromo-benzyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenylamino}-acetic acid methyl ester

Product 1

HCID 68582912{4-[2-(4'-Sec-butyl-biphenyl-4-ylmethyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenylamino}-acetic acid methyl ester

Procedure

{4-[2-(4-Bromo-benzyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenylamino}-acetic acid methyl ester (1.8 g, 3.3 mmol) was coupled with 4-sec butyl-phenyl boronic acid (750 mg, 4.0 mmol) according to general procedure G to give {4-[2-(4′-sec-butyl-biphenyl-4-ylmethyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenylamino}-acetic acid methyl ester.

Sources & evidence

ORD record
ord-b0adb0df0f344126bae7bd266ef36e63
Source dataset
uspto-grants-2010_05
Patent number
US07723369B2

Reaction notes

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