Trifluoroacetic acid → HCID 178484670, compound

HRID 1634306Notes

Reaction equation

HRID 1634306 reaction equation
C1(C([O:14][C:15](=[O:36])[C:16]([OH:35])=[CH:17][C:18]([C:20]2[C:28]3[C:23](=[CH:24][CH:25]=[C:26]([Cl:29])[CH:27]=3)[N:22]([C:30](=[O:34])[N:31]([CH3:33])[CH3:32])[CH:21]=2)=[O:19])C2C=CC=CC=2)C=CC=CC=1.FC(F)(F)C(O)=O>ClCCl>[CH3:33][N:31]([CH3:32])[C:30]([N:22]1[C:23]2[C:28](=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)[C:20]([C:18](=[O:19])[CH:17]=[C:16]([OH:35])[C:15]([OH:36])=[O:14])=[CH:21]1)=[O:34]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178484671HCID 178484671, compound

Product 1

HCID 178484670HCID 178484670, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 356 mg (0.7 mmol) of the ester derivative obtained in above (1) in dichloromethane (3.6 ml) was added under ice-cooling, 0.5 ml of trifluoroacetic acid. The mixture was stirred for 30 minutes under ice-cooling. The reaction solution was concentrated under reduced pressure. The residues was dissolved in ethyl acetate. The ethyl acetate was washed successively with water and brine, and then dried. The obtained residue was crystallized from ether and recrystallized from 95% ethanol to give 0.16 g of the titled compound. Yield: 67%.

Workup

  1. additionwas added under ice-
  2. temperaturecooling
  3. temperaturecooling
  4. concentrationThe reaction solution was concentrated under reduced pressure
  5. dissolutionThe residues was dissolved in ethyl acetate
  6. washThe ethyl acetate was washed successively with water and brine
  7. customdried
  8. customThe obtained residue was crystallized from ether
  9. customrecrystallized from 95% ethanol

Sources & evidence

ORD record
ord-4e288a62876340008e97f525cb4f0777
Source dataset
uspto-grants-2003_01
Patent number
US06506787B2

Reaction notes

Loading…