Sodium Hydroxide → 1-{3-Dimethylcarbamoyl-4-[(4'-trifluoromethylbiphenyl-2-carbonyl)amino]phenyl}piperidine-4-carboxylic acid

HRID 423284Notes

Reaction equation

HRID 423284 reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19]([C:21]3[C:22]([C:27]4[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:35])[F:34])=[CH:29][CH:28]=4)=[CH:23][CH:24]=[CH:25][CH:26]=3)=[O:20])=[C:14]([C:37](=[O:41])[N:38]([CH3:40])[CH3:39])[CH:13]=2)[CH2:8][CH2:7]1)=[O:5])C.[OH-].[Na+]>CO>[CH3:39][N:38]([CH3:40])[C:37]([C:14]1[CH:13]=[C:12]([N:9]2[CH2:10][CH2:11][CH:6]([C:4]([OH:5])=[O:3])[CH2:7][CH2:8]2)[CH:17]=[CH:16][C:15]=1[NH:18][C:19]([C:21]1[C:22]([C:27]2[CH:32]=[CH:31][C:30]([C:33]([F:34])([F:35])[F:36])=[CH:29][CH:28]=2)=[CH:23][CH:24]=[CH:25][CH:26]=1)=[O:20])=[O:41]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 666770971-{3-Dimethylcarbamoyl-4-[(4'-trifluoromethylbiphenyl-2-carbonyl)amino]phenyl}piperidine-4-carboxylic acid ethyl ester

Product 1

HCID 666770031-{3-Dimethylcarbamoyl-4-[(4'-trifluoromethylbiphenyl-2-carbonyl)amino]phenyl}piperidine-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-{3-Dimethylcarbamoyl-4-[(4′-trifluoromethylbiphenyl-2-carbonyl)amino]phenyl}piperidine-4-carboxylic acid ethyl ester was dissolved in methanol (5 mL), and 4N aqueous sodium hydroxide (1.5 mL) was added thereto. The solution was stirred at room temperature for 2 hours, concentrated, and acidified with 1N hydrochloric acid. The resulting precipitated solid was filtered and washed with water to give the title compound (1.064 g).

Workup

  1. concentrationconcentrated
  2. customThe resulting precipitated solid
  3. filtrationwas filtered
  4. washwashed with water

Sources & evidence

ORD record
ord-f818708677bd4d8ebc001faca1f0bf81
Source dataset
uspto-grants-2012_01
Patent number
US08101774B2

Reaction notes

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