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 613939Notes

Reaction equation

HRID 613939 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-be9e4afe51d447a58b1857f4b2a74e60
Source dataset
uspto-grants-1999_12
Patent number
US06008243

Reaction notes

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