5'-[2-(tert-Butoxycarbonyl-methyl-amino)-acetylamino]-2'-chloro-biphenyl-4-carboxylic acid ethyl ester → 5'-[2-(tert-Butoxycarbonyl-methyl-amino)-acetylamino]-2'-chloro-biphenyl-4-carboxylic acid

HRID 1678518Notes

Reaction equation

HRID 1678518 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](=[O:30])[CH2:20][N:21]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH3:22])[CH:15]=[CH:14][C:13]=2[Cl:31])=[CH:8][CH:7]=1)=[O:5])C>[OH-].[Na+].C(O)C>[C:26]([O:25][C:23]([N:21]([CH3:22])[CH2:20][C:19]([NH:18][C:16]1[CH:15]=[CH:14][C:13]([Cl:31])=[C:12]([C:9]2[CH:8]=[CH:7][C:6]([C:4]([OH:5])=[O:3])=[CH:11][CH:10]=2)[CH:17]=1)=[O:30])=[O:24])([CH3:29])([CH3:28])[CH3:27]

Participants

4

Reactant 1

HCID 673712285'-[2-(tert-Butoxycarbonyl-methyl-amino)-acetylamino]-2'-chloro-biphenyl-4-carboxylic acid ethyl ester

Product 1

HCID 673744955'-[2-(tert-Butoxycarbonyl-methyl-amino)-acetylamino]-2'-chloro-biphenyl-4-carboxylic acid

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

5′-[2-(tert-Butoxycarbonyl-methyl-amino)-acetylamino]-2′-chloro-biphenyl-4-carboxylic acid ethyl ester (494 mg) in 2M NaOH (10 ml) and ethanol (15 ml) was stirred at room temp for 18 h. The ethanol was then evaporated and the residue acidified with HCl. The colourless solid formed was collected by filtration and dried (420 mg).

Workup

  1. customThe ethanol was then evaporated
  2. customThe colourless solid formed
  3. filtrationwas collected by filtration
  4. customdried (420 mg)

Sources & evidence

ORD record
ord-d8a6323c848a497ea91c5dbaaef6b134
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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