2(RS)-(3-biphenyl-4-yl-1H-imidazol-1-yl)-succinic acid dibenzyl ester → 2(RS)-(3-biphenyl4-yl-1H-imidazol-1-yl)-succinic acid 4-benzyl ester

HRID 566830Notes

Reaction equation

HRID 566830 reaction equation
C([O:8][C:9](=[O:39])[CH:10]([N:22]1[CH:26]=[CH:25][N:24]([C:27]2[CH:32]=[CH:31][C:30]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)=[CH:29][CH:28]=2)[CH2:23]1)[CH2:11][C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13])C1C=CC=CC=1>O>[CH2:15]([O:14][C:12](=[O:13])[CH2:11][CH:10]([N:22]1[CH:26]=[CH:25][N:24]([C:27]2[CH:28]=[CH:29][C:30]([C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)=[CH:31][CH:32]=2)[CH2:23]1)[C:9]([OH:39])=[O:8])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

3

Reactant 1

HCID 539826742(RS)-(3-biphenyl-4-yl-1H-imidazol-1-yl)-succinic acid dibenzyl ester

Product 1

HCID 541412982(RS)-(3-biphenyl4-yl-1H-imidazol-1-yl)-succinic acid 4-benzyl esterYield 96%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of 2(RS)-(3-biphenyl-4-yl-1H-imidazol-1-yl)-succinic acid dibenzyl ester (551 mg, 1.07 mmol) in H2O (0.5 mL) was refluxed overnight. Once allowed to cool to ambient temperature, the resultant precipitate was collected and dried in vacuo to provide 436 mg (96%) of 2(RS)-(3-biphenyl-4-yl-1H-imidazol-1-yl)-succinic acid 4-benzyl ester. FABMS: 427 (C26H23N2O4; M+H+).

Workup

  1. temperaturewas refluxed overnight
  2. customthe resultant precipitate was collected
  3. customdried in vacuo

Sources & evidence

ORD record
ord-6d28d2fe8a194b87a196199e43ac767d
Source dataset
uspto-grants-2001_01
Patent number
US06174915B1

Reaction notes

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