HCID 12009738, compound → HCID 12009739, compound

HRID 1007071Notes

Reaction equation

HRID 1007071 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:4]=[C:5]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]#[N:17])[N:11]=2)[CH:6]=[CH:7][CH:8]=1.[H][H]>C(O)(=O)C>[F:18][C:2]([F:1])([F:19])[C:3]1[CH:4]=[C:5]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][NH2:17])[N:11]=2)[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 12009738HCID 12009738, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12009739HCID 12009739, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3.00 g (11.4 mmol) of 2-(3-trifluoromethylphenyloxy)-6-cyanopyridine were dissolved in 120 ml of acetic acid, 300 mg of Pd (OH)2, 20% on charcoal, were added, and the mixture was hydrogenated at a hydrogen pressure of 17 bar for 3 h at room temperature. The catalyst was then removed by filtration, the organic phase was concentrated and the residue was taken up in water. This solution was washed with ethyl acetate, then adjusted to a pH of 10 using 2 N NaOH, and subjected to repeated extraction with ethyl acetate. The combined organic extracts were dried over MgSO4 and then evaporated to dryness.

Workup

  1. customThe catalyst was then removed by filtration
  2. concentrationthe organic phase was concentrated
  3. washThis solution was washed with ethyl acetate
  4. extractionextraction with ethyl acetate
  5. dry with materialThe combined organic extracts were dried over MgSO4
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-850ab73a1c9c45e2ba4f7d82e0ae0bfa
Source dataset
uspto-grants-2004_09
Patent number
US06794336B2

Reaction notes

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