Ethyl 3-{5-[(3-nitrobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoate → 3-{5-[(3-Nitrobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoic acid

HRID 1676047Notes

Reaction equation

HRID 1676047 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:32]=[CH:33][CH:34]=1)[C:7]([NH:9][C:10]1[CH:31]=[CH:30][C:13]2[N:14]([CH:17]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:18][C:19]([O:21]CC)=[O:20])[CH:15]=[N:16][C:12]=2[CH:11]=1)=[O:8])([O-:3])=[O:2]>Cl>[N+:1]([C:4]1[CH:5]=[C:6]([CH:32]=[CH:33][CH:34]=1)[C:7]([NH:9][C:10]1[CH:31]=[CH:30][C:13]2[N:14]([CH:17]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:18][C:19]([OH:21])=[O:20])[CH:15]=[N:16][C:12]=2[CH:11]=1)=[O:8])([O-:3])=[O:2]

Participants

3

Reactant 1

HCID 58653703Ethyl 3-{5-[(3-nitrobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoate

Product 1

HCID 115537433-{5-[(3-Nitrobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of ethyl 3-{5-[(3-nitrobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoate (40 mg, 87 μmol) in hydrochloric acid (20 mL of a 5N solution) was stirred at room temperature for 110 hours. The solution was then evaporated in vacuo, and purified by RP-HPLC to give the title compound, [LCMS (Method A, Mobile Phase II) RT=3.91 min, MH+ 431].

Workup

  1. customThe solution was then evaporated in vacuo
  2. custompurified by RP-HPLC

Sources & evidence

ORD record
ord-5eae6da8c5764cb8899b0ca5a0a824e5
Source dataset
uspto-grants-2011_08
Patent number
US08003806B2

Reaction notes

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