Ethyl 3-{6-[(4-aminobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoate → 3-{6-[(4-Amino benzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoic acid

HRID 1676060Notes

Reaction equation

HRID 1676060 reaction equation
[NH2:1][C:2]1[CH:32]=[CH:31][C:5]([C:6]([NH:8][C:9]2[CH:10]=[CH:11][C:12]3[N:16]=[CH:15][N:14]([CH:17]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH2:18][C:19]([O:21]CC)=[O:20])[C:13]=3[CH:30]=2)=[O:7])=[CH:4][CH:3]=1>Cl>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([NH:8][C:9]2[CH:10]=[CH:11][C:12]3[N:16]=[CH:15][N:14]([CH:17]([C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=4)[CH2:18][C:19]([OH:21])=[O:20])[C:13]=3[CH:30]=2)=[O:7])=[CH:31][CH:32]=1

Participants

3

Reactant 1

HCID 58653695Ethyl 3-{6-[(4-aminobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoate

Product 1

HCID 586536333-{6-[(4-Amino benzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of ethyl 3-{6-[(4-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 72 hours. The solution was then evaporated in vacuo, and the residue was purified by RP-HPLC to afford the title compound, [LCMS (Method A, Mobile Phase II) RT=3.20 min, MH+ 401].

Workup

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

Sources & evidence

ORD record
ord-1fc2924e2c9f49618bf298813108972d
Source dataset
uspto-grants-2011_08
Patent number
US08003806B2

Reaction notes

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