Isopropylamine → 2,3,5-Trifluoro-6-isopropylaminopyridine

HRID 610269Notes

Reaction equation

HRID 610269 reaction equation
F[C:2]1[C:7]([F:8])=[CH:6][C:5]([F:9])=[C:4]([F:10])[N:3]=1.[CH:11]([NH2:14])([CH3:13])[CH3:12]>C(#N)C>[F:10][C:4]1[C:5]([F:9])=[CH:6][C:7]([F:8])=[C:2]([NH:14][CH:11]([CH3:13])[CH3:12])[N:3]=1

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 1377492,3,5,6-Tetrafluoropyridine

Product 1

HCID 221212782,3,5-Trifluoro-6-isopropylaminopyridineYield 25.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 20 ml of acetonitrile were added 6.0 g of 2,3,5,6-tetrafluoropyridine and 6.0 g of isopropylamine, and the mixture was stirred at room temperature for 2 hours and concentrated under reduced pressure. After adding 40 ml of chloroform, the solution was washed with 50 ml of 3% aqueous solution of potassium carbonate. The chloroform layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain 1.9 g of the title compound as a colorless oil.

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionAfter adding 40 ml of chloroform
  3. washthe solution was washed with 50 ml of 3% aqueous solution of potassium carbonate
  4. dry with materialThe chloroform layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e7fc7dec599d4c409341ec7efe80938c
Source dataset
uspto-grants-1999_12
Patent number
US05998436

Reaction notes

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