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

HRID 1676058Notes

Reaction equation

HRID 1676058 reaction equation
[N+:1]([C:4]1[CH:34]=[CH:33][C:7]([C:8]([NH:10][C:11]2[CH:12]=[CH:13][C:14]3[N:18]=[CH:17][N:16]([CH:19]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH2:20][C:21]([O:23]CC)=[O:22])[C:15]=3[CH:32]=2)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2]>Cl>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:8]([NH:10][C:11]2[CH:12]=[CH:13][C:14]3[N:18]=[CH:17][N:16]([CH:19]([C:26]4[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=4)[CH2:20][C:21]([OH:23])=[O:22])[C:15]=3[CH:32]=2)=[O:9])=[CH:33][CH:34]=1)([O-:3])=[O:2]

Participants

3

Reactant 1

HCID 58653684Ethyl 3-{6-[(4-nitrobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoate

Product 1

HCID 586536753-{6-[(4-Nitrobenzoyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of ethyl 3-{6-[(4-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 the residue was purified by RP-HPLC to afford the title compound, [LCMS (Method A, Mobile Phase II) RT=3.89 min, MH+ 431].

Workup

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

Sources & evidence

ORD record
ord-65171fb795ce46b284029a8f941aa111
Source dataset
uspto-grants-2011_08
Patent number
US08003806B2

Reaction notes

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