Ethyl Acetate → HCID 10166229, compound

HRID 1835324Notes

Reaction equation

HRID 1835324 reaction equation
[F:1][C:2]([F:42])([F:41])[C:3]1[CH:4]=[C:5]([C:13]([CH3:40])([CH3:39])[C:14]([N:16]([CH3:38])[C:17]2[C:18]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=3[CH3:37])=[CH:19][C:20]([NH:23][C:24]([CH2:26][O:27]C(=O)C)=[O:25])=[N:21][CH:22]=2)=[O:15])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[OH-].[Na+].C(OCC)(=O)C>O1CCCC1>[F:42][C:2]([F:1])([F:41])[C:3]1[CH:4]=[C:5]([C:13]([CH3:40])([CH3:39])[C:14]([N:16]([C:17]2[CH:22]=[N:21][C:20]([NH:23][C:24](=[O:25])[CH2:26][OH:27])=[CH:19][C:18]=2[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=2[CH3:37])[CH3:38])=[O:15])[CH:6]=[C:7]([C:9]([F:10])([F:11])[F:12])[CH:8]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 86584821HCID 86584821, compound

Product 1

HCID 10166229HCID 10166229, compoundYield 54.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 30 mg (0.05 mmol) acetic acid (5-{[2-(3,5-bis-trifluoromethyl-phenyl)-2-methyl-propionyl]-methyl-amino}-4-o-tolyl-pyridin-2-ylcarbamoyl)-methyl ester in 2 ml tetrahydrofuran were added 2 ml 1 N sodium hydroxide solution at room temperature. After stirring for 15 min, ethyl acetate was added, the aqueous phase was separated and the organic layer was dried (sodium sulfate). After evaporation the residue was purified by flash-chromatography to give 15 mg (54%) of the title compound as white solid.

Workup

  1. customthe aqueous phase was separated
  2. dry with materialthe organic layer was dried (sodium sulfate)
  3. customAfter evaporation the residue
  4. customwas purified by flash-chromatography

Sources & evidence

ORD record
ord-6dc433a6917449e082495eb3c41581d4
Source dataset
uspto-grants-2004_08
Patent number
US06770637B2

Reaction notes

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