2-Cyclohexylvinyl boronic acid → {4-[2-[4-(2-Cyclohexyl-vinyl)-benzyl]-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenylamino}-acetic acid methyl ester

HRID 1951877Notes

Reaction equation

HRID 1951877 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.[CH:34]1([CH:40]=[CH:41]B(O)O)[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1>>[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]([CH:41]=[CH:40][CH:34]3[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]3)=[CH:28][CH:27]=2)=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 41851492-Cyclohexylvinyl boronic acidHCID 68583535{4-[2-(4-Bromo-benzyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenylamino}-acetic acid methyl ester

Product 1

HCID 68583478{4-[2-[4-(2-Cyclohexyl-vinyl)-benzyl]-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 (137 mg, 0.25 mmol) was coupled with 2-cyclohexylvinylboronic acid (59 mg, 0.38 mmol) according to general procedure G to give {-4-[2-[4-(2-cyclohexyl-vinyl)-benzyl]-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenylamino}-acetic acid methyl ester.

Sources & evidence

ORD record
ord-5cd58687905942a290cc3198c5d83d9b
Source dataset
uspto-grants-2013_03
Patent number
US08404731B2

Reaction notes

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