Ethyl 3-{5-[(4-aminobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoate → 3-{5-[(4-Aminobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoic acid

HRID 1676044Notes

Reaction equation

HRID 1676044 reaction equation
[NH2:1][C:2]1[CH:32]=[CH:31][C:5]([C:6]([NH:8][C:9]2[CH:30]=[CH:29][C:12]3[N:13]([CH:16]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH2:17][C:18]([O:20]CC)=[O:19])[CH:14]=[N:15][C:11]=3[CH:10]=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:30]=[CH:29][C:12]3[N:13]([CH:16]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH2:17][C:18]([OH:20])=[O:19])[CH:14]=[N:15][C:11]=3[CH:10]=2)=[O:7])=[CH:31][CH:32]=1

Participants

3

Reactant 1

HCID 58653682Ethyl 3-{5-[(4-aminobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoate

Product 1

HCID 586536773-{5-[(4-Aminobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of ethyl 3-{5-[(4-aminobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoate (50 mg, 117 μmol) was dissolved in hydrochloric acid (25 mL of a 5N solution), and stirred at room temperature for 110 hours. The solution was evaporated in vacuo to afford the title compound, [LCMS (Method A, Mobile Phase II) RT=3.27 min, MH+ 401].

Workup

  1. customThe solution was evaporated in vacuo

Sources & evidence

ORD record
ord-a08cba4d61294ea5af4cb21716476dd1
Source dataset
uspto-grants-2011_08
Patent number
US08003806B2

Reaction notes

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