Trifluoroacetic acid → HCID 59323238, compound

HRID 2390052Notes

Reaction equation

HRID 2390052 reaction equation
[CH2:1]([CH:5]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][NH:6]1)[CH:2]([CH3:4])[CH3:3].[F:15][C:16]([F:21])([F:20])[C:17](O)=[O:18]>>[CH2:1]([CH:5]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][N:6]1[C:17](=[O:18])[C:16]([F:21])([F:20])[F:15])[CH:2]([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acid2×HCID 21355393HCID 21355393, compound

Product 1

HCID 59323238HCID 59323238, compoundYield 91.1%

Procedure

To 206 mg of 3-isobutyl-1,2,3,4-tetrahydroisoquinoline obtained in Example 20 was added 458 mg of anhydrous trifluoroacetic acid, followed by stirring at room temperature for 2 hours. Further, 200 mg of anhydrous trifluoroacetic acid was added thereto, followed by stirring at 40° C. for 1 hour. After completion of the reaction, the reaction liquid was concentrated under reduced pressure, added with ethyl acetate, and washed with an aqueous sodium bicarbonate solution and then with brine. The organic layer was dried over anhydrous sodium sulfate, and the solvent was removed by evaporation to obtain 283 mg (yield 91%) of a title compound as a pale yellow oily substance.

Workup

  1. stirringby stirring at 40° C. for 1 hour
  2. customAfter completion of the reaction
  3. customthe reaction liquid
  4. concentrationwas concentrated under reduced pressure
  5. additionadded with ethyl acetate
  6. washwashed with an aqueous sodium bicarbonate solution
  7. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  8. customthe solvent was removed by evaporation

Sources & evidence

ORD record
ord-dd6ae9f9b50c4c0e8188c5752c0ee00e
Source dataset
uspto-grants-2012_09
Patent number
US08273766B2

Reaction notes

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