5'-(Cyclohexanecarbonyl-amino)-2'-chloro-biphenyl-4-carboxylic acid ethyl ester → 2'-Chloro-5'-(cyclohexanecarbonyl-amino)-biphenyl-4-carboxylic acid

HRID 1678488Notes

Reaction equation

HRID 1678488 reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[C:16]([NH:18][C:19]([CH:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)=[O:20])[CH:15]=[CH:14][C:13]=2[Cl:27])=[CH:8][CH:7]=1)=[O:5])C>C(O)C.[OH-].[Na+]>[CH:21]1([C:19]([NH:18][C:16]2[CH:15]=[CH:14][C:13]([Cl:27])=[C:12]([C:9]3[CH:8]=[CH:7][C:6]([C:4]([OH:5])=[O:3])=[CH:11][CH:10]=3)[CH:17]=2)=[O:20])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]1

Participants

4

Reactant 1

HCID 598223735'-(Cyclohexanecarbonyl-amino)-2'-chloro-biphenyl-4-carboxylic acid ethyl ester

Product 1

HCID 598223462'-Chloro-5'-(cyclohexanecarbonyl-amino)-biphenyl-4-carboxylic acid

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 5′-(cyclohexanecarbonyl-amino)-2′-chloro-biphenyl-4-carboxylic acid ethyl ester (200 mg) in ethanol (15 ml) and 1M sodium hydroxide (7.5 ml) was stirred at 20 C for 18 h. The ethanol was then evaporated and the residue acidified. The solid thus formed was collected by filtration and dried (176 mg).

Workup

  1. customThe ethanol was then evaporated
  2. customThe solid thus formed
  3. filtrationwas collected by filtration
  4. customdried (176 mg)

Sources & evidence

ORD record
ord-9e58b455c28a44d5a0537a9fb605130d
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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