Pyridine → HCID 54402406, compound

HRID 362655Notes

Reaction equation

HRID 362655 reaction equation
[F:1][CH:2]([F:19])[O:3][C:4]1[N:8]([CH3:9])[N:7]=[C:6]([N:10]2[C:14]([CH3:15])=[C:13]([C:16]([NH2:18])=O)[CH:12]=[N:11]2)[CH:5]=1.N1C=CC=CC=1.O1CCOCC1.FC(F)(F)C(OC(=O)C(F)(F)F)=O>O>[F:19][CH:2]([F:1])[O:3][C:4]1[N:8]([CH3:9])[N:7]=[C:6]([N:10]2[C:14]([CH3:15])=[C:13]([C:16]#[N:18])[CH:12]=[N:11]2)[CH:5]=1

Participants

6

Reactant 4

HCID 1049PyridineHCID 9845Trifluoroacetic anhydrideHCID 312751,4-DioxaneHCID 54565766HCID 54565766, compound

Product 1

HCID 54402406HCID 54402406, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
5 °C

Procedure

A mixture of 0.79 g (2.91 mmol) 1-(5-difluoromethoxy-1-methyl-3-pyrazolyl)-5-methyl-4-pyrazolecarboxamide, 0.46 g (5.85 mmol) pyridine and 20 ml 1,4-dioxane was cooled to 5° C. and 0.74 g (3.51 mmol) trifluoroacetic anhydride was added dropwise. The mixture was stirred for 3 hours at room temperature. It was then added to 100 ml water and extracted 4 times with ethyl acetate. The organic phase was dried over magnesium sulfate and concentrated.

Workup

  1. extractionextracted 4 times with ethyl acetate
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-7293964582cc49c3bbfd5e4cd21ef8ea
Source dataset
uspto-grants-1999_02
Patent number
US05869686

Reaction notes

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