Sodium Hydroxide → HCID 58577374, compound

HRID 587580Notes

Reaction equation

HRID 587580 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]2[C:21]([C:22]([O:24]C)=[O:23])=[C:20]([C:26]([F:29])([F:28])[F:27])[CH:19]=[CH:18][N:17]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([NH:15][C:16]2[C:21]([C:22]([OH:24])=[O:23])=[C:20]([C:26]([F:29])([F:27])[F:28])[CH:19]=[CH:18][N:17]=2)=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58577379Methyl 2-{[4-(benzyloxy)phenyl]amino}-4-(trifluoromethyl)pyridine-3-carboxylate

Product 1

HCID 58577374HCID 58577374, compoundYield 89.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a mixture of methyl 2-{[4-(benzyloxy)phenyl]amino}-4-(trifluoromethyl)pyridine-3-carboxylate (255 mg) in MeOH (5 mL) was added 1N NaOH (2.54 mL), and the mixture was stirred at 60° C. for 3 h. After MeOH was evaporated, to the water phase was added 1N HCl (pH=ca. 2). The precipitate was collected by filtration to give the title compound (221 mg).

Workup

  1. customAfter MeOH was evaporated, to the water phase
  2. additionwas added 1N HCl (pH=ca. 2)
  3. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-590109f18e944ba1bd0a368482b62288
Source dataset
uspto-grants-2016_01
Patent number
US09226921B2

Reaction notes

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