Ethyl 3-{6-[(3-aminobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoate → 3-{6-[(3-Aminobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoic acid

HRID 1676065Notes

Reaction equation

HRID 1676065 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:30]=[CH:31][CH:32]=1)[C:5]([NH:7][C:8]1[CH:9]=[CH:10][C:11]2[N:15]=[CH:14][N:13]([CH:16]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:17][C:18]([O:20]CC)=[O:19])[C:12]=2[CH:29]=1)=[O:6]>Cl>[NH2:1][C:2]1[CH:3]=[C:4]([CH:30]=[CH:31][CH:32]=1)[C:5]([NH:7][C:8]1[CH:9]=[CH:10][C:11]2[N:15]=[CH:14][N:13]([CH:16]([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH2:17][C:18]([OH:20])=[O:19])[C:12]=2[CH:29]=1)=[O:6]

Participants

3

Reactant 1

HCID 58653689Ethyl 3-{6-[(3-aminobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoate

Product 1

HCID 586536303-{6-[(3-Aminobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of ethyl 3-{6-[(3-aminobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoate (50 mg, 117 μmol) in hydrochloric acid (20 mL of a 5N solution) was stirred at room temperature for 96 hours. The solution was evaporated in vacuo, and the residue was purified by RP-HPLC to afford the title compound, [LCMS (Method A, Mobile Phase II) RT=3.36 min, MH+ 401].

Workup

  1. customThe solution was evaporated in vacuo
  2. customthe residue was purified by RP-HPLC

Sources & evidence

ORD record
ord-6117b2842b714a7991113141cec84026
Source dataset
uspto-grants-2011_08
Patent number
US08003806B2

Reaction notes

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