Sodium Hydroxide → 2-Butyl-3-[4-[2-(4'-carboxybiphenyl-4-carbonylamino)ethoxy]phenyl]propionic acid

HRID 1859866Notes

Reaction equation

HRID 1859866 reaction equation
[CH2:1]([CH:5]([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][NH:21][C:22]([C:24]2[CH:29]=[CH:28][C:27]([C:30]3[CH:35]=[CH:34][C:33]([C:36]([O:38]C)=[O:37])=[CH:32][CH:31]=3)=[CH:26][CH:25]=2)=[O:23])=[CH:14][CH:13]=1)[C:6]([O:8]CC)=[O:7])[CH2:2][CH2:3][CH3:4].[OH-].[Na+]>>[CH2:1]([CH:5]([CH2:11][C:12]1[CH:13]=[CH:14][C:15]([O:18][CH2:19][CH2:20][NH:21][C:22]([C:24]2[CH:25]=[CH:26][C:27]([C:30]3[CH:31]=[CH:32][C:33]([C:36]([OH:38])=[O:37])=[CH:34][CH:35]=3)=[CH:28][CH:29]=2)=[O:23])=[CH:16][CH:17]=1)[C:6]([OH:8])=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 18626044Ethyl 2-butyl-3-[4-[2-(4'-methoxycarbonylbiphenyl-4-carbonylamino)ethoxy]phenyl]propionate

Product 1

HCID 104806872-Butyl-3-[4-[2-(4'-carboxybiphenyl-4-carbonylamino)ethoxy]phenyl]propionic acidYield 72.8%

Procedure

In a similar manner to that described in Example 2, ethyl 2-butyl-3-[4-[2-(4′-methoxycarbonylbiphenyl-4-carbonylamino)ethoxy]phenyl]propionate (243 mg), which is the product of Reference example 12, was reacted with aqueous sodium hydroxide solution (1N, 1.83 ml) and the reaction mixture was treated to give the title compound (163 mg) as a white powder.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-6c082aaafd764513a0beef8093f86f1d
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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