Trifluoroacetic acid → HCID 66792712, compound

HRID 535018Notes

Reaction equation

HRID 535018 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:16][CH2:15][N:14]([C:17]([C:19]2[O:23][N:22]=[C:21]([O:24][CH2:25][C:26]([O:28]C(C)(C)C)=[O:27])[CH:20]=2)=[O:18])[CH2:13][CH2:12]1)([CH3:4])([CH3:3])[CH3:2].FC(F)(F)C(O)=O.[OH-].[Na+]>>[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:16][CH2:15][N:14]([C:17]([C:19]2[O:23][N:22]=[C:21]([O:24][CH2:25][C:26]([OH:28])=[O:27])[CH:20]=2)=[O:18])[CH2:13][CH2:12]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 66750899HCID 66750899, compound

Product 1

HCID 66792712HCID 66792712, compoundYield 86%

Procedure

A mixture of tert-butyl [(5-{[4-(2-tert-butylphenyl)piperazin-1-yl]carbonyl}isoxazol-3-yl)oxy]acetate obtained in Example 215 (0.99 g, 2.23 mmol) and trifluoroacetic acid (8 mL) was stirred at room temperature for 3 h. The reaction mixture was neutralized with 1 M sodium hydroxide solution and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to afford a solid (0.74 g, 86%).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0aaa362dc8b642f48b85d8eaf3e329e9
Source dataset
uspto-grants-2014_10
Patent number
US08853215B2

Reaction notes

Loading…