Trifluoroacetic acid → HCID 54028626, compound

HRID 1451158Notes

Reaction equation

HRID 1451158 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([C:11]([S:20]C#N)([CH:17]([CH3:19])[CH3:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13])[N:4]=1.FC(F)(F)C(O)=O>ClCCl>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([C:11]([SH:20])([CH:17]([CH3:19])[CH3:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13])[N:6]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 19973931HCID 19973931, compound

Product 1

HCID 54028626HCID 54028626, compoundYield 33.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of the product of Example 16 (0.8 g), trifluoroacetic acid (1 ml) and dichloromethane (10 ml) was stirred at room temperature for 24 hours, and was then washed with water and aqueous sodium bicarbonate. The organic layer was dried, evaporated to dryness under vacuum, and flash chromatographed on silica gel, eluting with ethyl acetate/60°-80° petroleum ether, to give 0.25 g of the desired product which partly solidified.

Workup

  1. washwas then washed with water and aqueous sodium bicarbonate
  2. customThe organic layer was dried
  3. customevaporated to dryness under vacuum, and flash
  4. customchromatographed on silica gel
  5. washeluting with ethyl acetate/60°-80° petroleum ether

Sources & evidence

ORD record
ord-b59ead918fa84507ba2b7ffd4352fe5a
Source dataset
uspto-grants-1997_02
Patent number
US05604181

Reaction notes

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