Ethyl 3-{5-[(2-aminobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoate → 3-{5-[(2-Aminobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoic acid

HRID 1676053Notes

Reaction equation

HRID 1676053 reaction equation
[NH2:1][C:2]1[CH:32]=[CH:31][CH:30]=[CH:29][C:3]=1[C:4]([NH:6][C:7]1[CH:28]=[CH:27][C:10]2[N:11]([CH:14]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:15][C:16]([O:18]CC)=[O:17])[CH:12]=[N:13][C:9]=2[CH:8]=1)=[O:5]>Cl>[NH2:1][C:2]1[CH:32]=[CH:31][CH:30]=[CH:29][C:3]=1[C:4]([NH:6][C:7]1[CH:28]=[CH:27][C:10]2[N:11]([CH:14]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:15][C:16]([OH:18])=[O:17])[CH:12]=[N:13][C:9]=2[CH:8]=1)=[O:5]

Participants

3

Reactant 1

HCID 58653637Ethyl 3-{5-[(2-aminobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoate

Product 1

HCID 586536703-{5-[(2-Aminobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of ethyl 3-{5-[(2-aminobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoate (15 mg, 35 μmol) in hydrochloric acid (10 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=3.75 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-6dddfc8baf0a4d66910577687b287842
Source dataset
uspto-grants-2011_08
Patent number
US08003806B2

Reaction notes

Loading…