Trifluoroacetic anhydride → HCID 21712134, compound

HRID 650495Notes

Reaction equation

HRID 650495 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([F:20])[C:5]([C:9]2[C:13]([CH3:14])=[C:12]([S:15]([CH3:18])(=[O:17])=[O:16])[N:11]([CH3:19])[N:10]=2)=[N+:6]([O-])[CH:7]=1.FC(F)(F)C(OC(=O)C(F)(F)F)=[O:24]>CN(C)C=O>[Cl:1][C:2]1[C:7](=[O:24])[NH:6][C:5]([C:9]2[C:13]([CH3:14])=[C:12]([S:15]([CH3:18])(=[O:17])=[O:16])[N:11]([CH3:19])[N:10]=2)=[C:4]([F:20])[CH:3]=1

Participants

4

Reactant 2

HCID 9845Trifluoroacetic anhydrideHCID 21712149HCID 21712149, compound

Product 1

HCID 21712134HCID 21712134, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
22 °C

Procedure

2.6 go 5-chloro-3-fluoro-2-(5-methanesulfonyl-1,4-dimethyl-[1H]-pyrazol-3-yl)-pyridine-1-oxide (Example P40) are introduced into 35 ml of dry dimethylformamide. At a temperature of 10° C., 16.8 g of trifluoroacetic anhydride are added dropwise and the mixture is then stirred overnight at 22° C., subsequently poured into 2 liters of ice-water and extracted with tert-butyl methyl ether. After drying over magnesium sulfate, filtering and concentrating to dryness by evaporation in vacuo, 1.8 g of the desired compound are obtained as crude product, which can be used directly in the next step.

Workup

  1. extractionextracted with tert-butyl methyl ether
  2. dry with materialAfter drying over magnesium sulfate
  3. filtrationfiltering
  4. concentrationconcentrating to dryness by evaporation in vacuo, 1.8 g of the desired compound
  5. customare obtained as crude product, which

Sources & evidence

ORD record
ord-82a7b5d4778444b2afe0e32c20315a3b
Source dataset
uspto-grants-2001_08
Patent number
US06274536B1

Reaction notes

Loading…