Trifluoroacetic anhydride → HCID 118599022, compound

HRID 1050365Notes

Reaction equation

HRID 1050365 reaction equation
C[C:2]1[C:3]([C:10]([O:12][CH3:13])=[O:11])=[N+:4]([O-])[CH:5]=[CH:6][C:7]=1[F:8].FC(F)(F)C(OC(=O)C(F)(F)F)=[O:17]>CN(C)C=O>[F:8][C:7]1[CH:2]=[C:3]([C:10]([O:12][CH3:13])=[O:11])[NH:4][C:5](=[O:17])[CH:6]=1

Participants

4

Reactant 2

HCID 9845Trifluoroacetic anhydrideHCID 118598586HCID 118598586, compound

Product 1

HCID 118599022HCID 118599022, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of methyl 4-fluoro-2-(methoxycarbonyl)pyridine 1-oxide (3, 1 g, 5.84 mmol) in dimethylformamide (25 mL) is added trifluoroacetic anhydride (1.62 mL, 11.68 mmol). The reaction is stirred at 50° C. for 3 h. The resulting mixture is concentrated and purified via flash chromatography to afford methyl 4-fluoro-6-oxo-1,6-dihydropyridine-2-carboxylate (4).

Workup

  1. concentrationThe resulting mixture is concentrated
  2. custompurified via flash chromatography

Sources & evidence

ORD record
ord-3bf5fb7878464a5eb3caa491741044a5
Source dataset
uspto-grants-2016_07
Patent number
US09382248B2

Reaction notes

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