Sodium Hydroxide → N-[4-{3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl}-2-(trifluoromethyl)benzoyl]glycine

HRID 1692569Notes

Reaction equation

HRID 1692569 reaction equation
[OH-].[Na+].Cl[C:4]1[CH:5]=[C:6]([C:12]2([C:35]([F:38])([F:37])[F:36])[CH2:16][C:15]([C:17]3[CH:30]=[CH:29][C:20]([C:21]([NH:23][CH2:24][C:25]([O:27]C)=[O:26])=[O:22])=[C:19]([C:31]([F:34])([F:33])[F:32])[CH:18]=3)=[N:14][CH2:13]2)[CH:7]=[C:8](Cl)[C:9]=1Cl>O.CCO>[F:32][C:31]([F:34])([F:33])[C:4]1[CH:5]=[C:6]([C:12]2([C:35]([F:37])([F:38])[F:36])[CH2:16][C:15]([C:17]3[CH:30]=[CH:29][C:20]([C:21]([NH:23][CH2:24][C:25]([OH:27])=[O:26])=[O:22])=[C:19]([C:31]([F:33])([F:34])[F:32])[CH:18]=3)=[N:14][CH2:13]2)[CH:7]=[C:8]([C:35]([F:38])([F:37])[F:36])[CH:9]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 58270969Methyl N-{4-[3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl]-2-(trifluoromethyl)-benzoyl}glycinate

Product 1

HCID 58270961N-[4-{3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl}-2-(trifluoromethyl)benzoyl]glycine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Sodium hydroxide (22 mg, 0.50 mmol) was added to Methyl N-{4-[3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl]-2-(trifluoromethyl)benzoyl}glycinate (130 mg, 0.22 mmol) in Water (1 ml) and EtOH (5 ml), and stirred at ambient temperature for overnight. 2NHCl was added into the mixture, and extracted with t-BuOMe three times, and dried over MgSO4. After evaporated, the crude product was got (120.0 mg, 94%).

Workup

  1. addition2NHCl was added into the mixture
  2. extractionextracted with t-BuOMe three times
  3. dry with materialdried over MgSO4
  4. customAfter evaporated

Sources & evidence

ORD record
ord-544a1589c4804460a1d40e64a6b3a508
Source dataset
uspto-grants-2012_04
Patent number
US08158560B2

Reaction notes

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