Pyridinium chloride → 2(1H)-Pyridinone, 5-[[5-(trifluoromethyl)-2-pyridinyl]oxy]-

HRID 1831072

Reaction equation

HRID 1831072 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][N:11]=2)=[CH:5][N:4]=1.Cl.N1C=CC=CC=1>ClCCl>[F:19][C:16]([F:17])([F:18])[C:13]1[CH:14]=[CH:15][C:10]([O:9][C:6]2[CH:7]=[CH:8][C:3]([OH:2])=[N:4][CH:5]=2)=[N:11][CH:12]=1

Participants

4

Reactant 2

HCID 10176127Pyridinium chlorideHCID 22047745Pyridine, 2-[(6-methoxy-3-pyridinyl)oxy]-5-(trifluoromethyl)-

Product 1

HCID 1785162742(1H)-Pyridinone, 5-[[5-(trifluoromethyl)-2-pyridinyl]oxy]-Yield 68%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
200 °C

Procedure

A mixture of 2-methoxy-5-(5-trifluoromethyl-pyridin-2-yloxy)-pyridine (0.28 g, 1.04 mmol) and pyridine hydrochloride (1.00 g, 8.65 mmol) was heated in a kugelrohr oven at 200° C. for 10 minutes. After cooling to room temperature, the reaction mixture is dissolved in dichloromethane and extracted with water, dried over sodium sulphate, filtered and evaporated in vacuo, yielding the title compound (180 mg, 68% yield) as a white solid.

Workup

  1. temperatureAfter cooling to room temperature
  2. extractionextracted with water
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-fc869a2efc724db9817acdd4c72124b4
Source dataset
uspto-grants-2006_06
Patent number
US07067517B2

Linked notes

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