HCID 66760116, compound → HCID 66759821, compound

HRID 1402926Notes

Reaction equation

HRID 1402926 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[N:6]=[C:7]([CH:9]([C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)[CH2:10][C:11]([O:13]CC)=[O:12])[NH:8][C:4]=2[CH:3]=1>C(O)(=O)C.Cl>[ClH:1].[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[N:6]=[C:7]([CH:9]([C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)[CH2:10][C:11]([OH:13])=[O:12])[NH:8][C:4]=2[CH:3]=1

Participants

4

Reactant 1

HCID 66760116HCID 66760116, compound

Product 1

HCID 66759821HCID 66759821, compoundYield 188.2%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolvent

Procedure

The ester (135 mg) was dissolved in a mixture of acetic acid (2 ml) and conc. HCl (1 ml) and heated under reflux for 1 h. All volatiles are removed at the water aspirator and the residue was precipitated from acetone solution with ethyl acetate to give 3-(5-chloro-2-benzimidazolyl)-3-(4-chlorophenyl)propanoic acid HCl (130 mg) as colourless solid.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 1 h
  3. customAll volatiles are removed at the water aspirator
  4. customthe residue was precipitated from acetone solution with ethyl acetate

Sources & evidence

ORD record
ord-9d3bb6c3d9304dd8900ce096644b3f92
Source dataset
uspto-grants-2014_12
Patent number
US08912186B2

Reaction notes

Loading…