Trifluoroacetic acid → HCID 22293348, compound

HRID 1713510Notes

Reaction equation

HRID 1713510 reaction equation
[O:1]=[C:2]1[N:6]2[CH2:7][CH2:8][N:9](C(OC(C)(C)C)=O)[CH2:10][C:5]2([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:4][O:3]1.FC(F)(F)C(O)=O>ClCCl>[C:19]1([CH2:18][C:5]23[CH2:4][O:3][C:2](=[O:1])[N:6]2[CH2:7][CH2:8][NH:9][CH2:10]3)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 23121900HCID 23121900, compound

Product 1

HCID 22293348HCID 22293348, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 1,1-dimethylethyl tetrahydro-3-oxo-8a-(phenylmethyl)-3H-oxazolo[3,4-a]pyrazine-7(1H)-carboxylate (2.8 g, 8.6 mmol) were added dichloromethane (40 mL) and trifluoroacetic acid (9.7 g, 86 mmol), and the mixture was stirred at room temperature for 2 hours. The reaction solution was concentrated under reduced pressure, and ethyl acetate was added to the residue. The resulting mixture was washed with a 0.5 M aqueous sodium hydrogen carbonate solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain the title compound (1.74 g, yield 88%).

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure, and ethyl acetate
  2. additionwas added to the residue
  3. washThe resulting mixture was washed with a 0.5 M aqueous sodium hydrogen carbonate solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4b67c49a915544e78bedddb7481d2f5c
Source dataset
uspto-grants-2010_09
Patent number
US07795267B2

Reaction notes

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