Trifluoroacetic acid → HCID 67966817, compound

HRID 527522Notes

Reaction equation

HRID 527522 reaction equation
CC([N:5]([C@H:9]([CH3:31])[C:10]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][C:20]2[C:25]3[C:26]([CH3:29])=[N:27][O:28][C:24]=3[CH:23]=[C:22]([CH3:30])[CH:21]=2)=[CH:15][CH:14]=1)=[O:11])C(=O)[O-])(C)C.C(O)(C(F)(F)F)=O>ClCCl>[CH3:29][C:26]1[C:25]2[C:20]([O:19][C:16]3[CH:15]=[CH:14][C:13]([NH:12][C:10](=[O:11])[C@@H:9]([CH3:31])[NH2:5])=[CH:18][CH:17]=3)=[CH:21][C:22]([CH3:30])=[CH:23][C:24]=2[O:28][N:27]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86698411HCID 86698411, compound

Product 1

HCID 67966817HCID 67966817, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1,1-dimethylethyl[(1R)-2-({4-[(3,6-dimethyl-1,2-benzisoxazol-4-yl)oxy]phenyl}amino)-1-methyl-2-oxoethyl]carbamate) (Intermediate 22, 74 mg) was dissolved in 3.0 ml of dichloromethane. TFA (1.5 ml) was added and the reaction mixture was stirred at room temperature for 1 hour. After removal of the volatiles, the residue was purified with a SCX cartridge and eluted with DCM/MeOH/NH3 (2.0 M solution in MeOH). The evaporation of the volatiles, afforded 54 mg of the title compound.

Workup

  1. customAfter removal of the volatiles
  2. customthe residue was purified with a SCX cartridge
  3. washeluted with DCM/MeOH/NH3 (2.0 M solution in MeOH)
  4. customThe evaporation of the volatiles

Sources & evidence

ORD record
ord-ead0b2d100fb4744b170ca4a6a85fb5e
Source dataset
uspto-grants-2016_05
Patent number
US09346790B2

Reaction notes

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