Trifluoroacetic acid → HCID 18334257, compound

HRID 2269514Notes

Reaction equation

HRID 2269514 reaction equation
C([O:5][C:6]1[C:7](=[O:37])[C:8](=[O:36])[C:9]=1[NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH:17]([NH:26][CH2:27][C:28]2[CH:33]=[CH:32][C:31]([F:34])=[C:30]([F:35])[CH:29]=2)[C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)[CH:12]=1)(C)(C)C.[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41]>ClCCl>[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41].[F:35][C:30]1[CH:29]=[C:28]([CH:33]=[CH:32][C:31]=1[F:34])[CH2:27][NH:26][CH:17]([C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)[C:13]1[CH:12]=[C:11]([NH:10][C:9]2[C:6](=[O:5])[C:7](=[O:37])[C:8]=2[OH:36])[CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 18347114HCID 18347114, compound

Product 1

HCID 18334257HCID 18334257, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.09 g of 3-t-butoxy-4-{3-[(3,4-difluorobenzylamino)-(4-methoxyphenyl)methyl]phenylamino}-3-cyclobutene-1,2-dione [prepared as described in step (c) above] was dissolved in 30 ml of dichloromethane. 2 ml of trifluoroacetic acid were added to the resulting solution. The mixture was stirred at room temperature for 30 minutes, and then the solvent was distilled off under reduced pressure. Toluene was added to the residue, followed by azeotropic distillation twice. The resulting white solid was suspended in diethyl ether and collected by filtration, to obtain 830 mg of the title compound as a white solid.

Workup

  1. distillationthe solvent was distilled off under reduced pressure
  2. additionToluene was added to the residue
  3. distillationfollowed by azeotropic distillation twice
  4. filtrationcollected by filtration

Sources & evidence

ORD record
ord-6938d5b05cb1468b9126519059e05bf7
Source dataset
uspto-grants-2001_12
Patent number
US06329405B1

Reaction notes

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