Trifluoroacetic acid → HCID 18398857, compound

HRID 1019398Notes

Reaction equation

HRID 1019398 reaction equation
C(O[C:6]([NH:8][N:9]1[C:18]([C:19]([O:21][CH3:22])=[O:20])=[C:17]([C:23]2[CH:28]=[C:27]([O:29][CH3:30])[C:26]([O:31][CH3:32])=[C:25]([O:33][CH3:34])[CH:24]=2)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]1=[O:35])=[O:7])(C)(C)C.[F:36][C:37]([F:42])([F:41])C(O)=O>C(Cl)Cl>[CH3:22][O:21][C:19]([C:18]1[N:9]([NH:8][C:6](=[O:7])[C:37]([F:42])([F:41])[F:36])[C:10](=[O:35])[C:11]2[C:16]([C:17]=1[C:23]1[CH:28]=[C:27]([O:29][CH3:30])[C:26]([O:31][CH3:32])=[C:25]([O:33][CH3:34])[CH:24]=1)=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:20]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 18399126HCID 18399126, compound

Product 1

HCID 18398857HCID 18398857, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the compound obtained in Example 67 (5.60 g) in methylene chloride (15 ml) is added trifluoroacetic acid (15 ml), and the mixture is allowed to stand at room temperature for three hours. After the reaction is complete, the reaction mixture is concentrated under reduced pressure. The resulting residue is dissolved in ethyl acetate, and extracted. The extract is washed, dried, and concentrated under reduced pressure. The resulting residue is crystallized from ethyl acetate to give 3-methoxycarbonyl-2-(trifluoroacetyl-amino)-4-(3,4,5-trimethoxyphenyl)-1(2H)-isoquinolinone as listed in Table 24.

Workup

  1. concentrationthe reaction mixture is concentrated under reduced pressure
  2. dissolutionThe resulting residue is dissolved in ethyl acetate
  3. extractionextracted
  4. washThe extract is washed
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. customThe resulting residue is crystallized from ethyl acetate

Sources & evidence

ORD record
ord-d93dc09e40c04d64a585a2ff7b39b586
Source dataset
uspto-grants-2002_11
Patent number
US06486155B1

Reaction notes

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