ethyl 3-(5-amino-1H-benzimidazol-1-yl)-3-phenylpropanoate → 3-(5-Amino-1H-benzimidazol-1-yl)-3-phenylpropanoic acid

HRID 1676019Notes

Reaction equation

HRID 1676019 reaction equation
[NH2:1][C:2]1[CH:23]=[CH:22][C:5]2[N:6]([CH:9]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:10][C:11]([O:13]CC)=[O:12])[CH:7]=[N:8][C:4]=2[CH:3]=1>Cl>[NH2:1][C:2]1[CH:23]=[CH:22][C:5]2[N:6]([CH:9]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH2:10][C:11]([OH:13])=[O:12])[CH:7]=[N:8][C:4]=2[CH:3]=1

Participants

3

Reactant 1

HCID 67351926ethyl 3-(5-amino-1H-benzimidazol-1-yl)-3-phenylpropanoate

Product 1

HCID 586536343-(5-Amino-1H-benzimidazol-1-yl)-3-phenylpropanoic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of ethyl 3-(5-amino-1H-benzimidazol-1-yl)-3-phenylpropanoate (40 mg, 129 μmol) in hydrochloric acid (20 mL of a 5N solution) was stirred at room temperature for 72 hours. The solution was evaporated in vacuo and purified by RP-HPLC to afford the title compound, [LCMS (Method A, Mobile Phase II) RT=2.61 min, MH+ 282].

Workup

  1. customThe solution was evaporated in vacuo
  2. custompurified by RP-HPLC

Sources & evidence

ORD record
ord-11533ca94bc0432f9163fe03010c74e7
Source dataset
uspto-grants-2011_08
Patent number
US08003806B2

Reaction notes

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