Trifluoroacetic acid → HCID 67235510, compound

HRID 1505358Notes

Reaction equation

HRID 1505358 reaction equation
CC([N:5]([C:9]([CH3:29])([CH3:28])[C:10]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[C:21]=2[CH3:27])=[CH:15][CH:14]=1)=[O:11])C(=O)[O-])(C)C.C(O)(C(F)(F)F)=O>ClCCl>[CH3:27][C:21]1[C:22]([CH3:26])=[CH:23][CH:24]=[CH:25][C:20]=1[O:19][C:16]1[CH:17]=[CH:18][C:13]([NH:12][C:10](=[O:11])[C:9]([CH3:28])([CH3:29])[NH2:5])=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86673595HCID 86673595, compound2×

Product 1

HCID 67235510HCID 67235510, compoundYield 83.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1,1-dimethylethyl[2-({4-[(2,3-dimethylphenyl)oxy]phenyl}amino)-1,1-dimethyl-2-oxoethyl]carbamate (Intermediate 75, 109 mg) was dissolved in 4.0 mL of dichloromethane and then TFA (1.0 mL) was added. The reaction mixture was stirred at room temperature for 1 hour. After the removal of the volatiles, the residue was charged on a SCX cartridge and eluted with DCM/MeOH/NH3 (2.0 M solution in MeOH). Evaporation afforded 68 mg of the title compound.

Workup

  1. customAfter the removal of the volatiles
  2. additionthe residue was charged on a SCX cartridge
  3. washeluted with DCM/MeOH/NH3 (2.0 M solution in MeOH)
  4. customEvaporation

Sources & evidence

ORD record
ord-3a90f8eb97684ccabb94d1f53d62fe80
Source dataset
uspto-grants-2015_12
Patent number
US09216967B2

Reaction notes

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