2-(4-Aminomethylphenyl)-4-phenyl-5-(4-pyridyl)-imidazole → 2-(4-Biotinamidomethylphenyl)-1-methyl-4-phenyl-5-(4-pyridyl)-imidazole

HRID 2257393Notes

Reaction equation

HRID 2257393 reaction equation
[NH2:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[NH:10][C:11]([C:20]3[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=3)=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:13]=2)=[CH:5][CH:4]=1.[OH:26][C:27]([CH2:29][CH2:30][CH2:31][CH2:32][C@H:33]1[C@@H:41]2[C@@H:36]([NH:37][C:38]([NH:40]2)=[O:39])[CH2:35][S:34]1)=O.ON1C(=O)CC[C:44]1=O>CN(C=O)C>[C:27]([NH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]([CH3:44])[C:11]([C:20]3[CH:21]=[CH:22][N:23]=[CH:24][CH:25]=3)=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:13]=2)=[CH:5][CH:4]=1)(=[O:26])[CH2:29][CH2:30][CH2:31][CH2:32][C@H:33]1[C@@H:41]2[C@@H:36]([NH:37][C:38]([NH:40]2)=[O:39])[CH2:35][S:34]1

Participants

4

Reactant 2

HCID 187715392-(4-Aminomethylphenyl)-4-phenyl-5-(4-pyridyl)-imidazoleHCID 86743017n-Hydroxysuccinimide biotin

Product 1

HCID 1317201172-(4-Biotinamidomethylphenyl)-1-methyl-4-phenyl-5-(4-pyridyl)-imidazole

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution containing 2-(4-Aminomethylphenyl)-4-phenyl-5-(4-pyridyl)-imidazole (1 equivalent) in DMF was added N-hydroxysuccinimide biotin (1.2 eq). Following normal workup and chromatography the title compound was obtained: CIMS (NH3, m/z): 523 (M+ +H).

Sources & evidence

ORD record
ord-9038c7caf7b6455c81c2136227631c4c
Source dataset
uspto-grants-1997_08
Patent number
US05656644

Reaction notes

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