Acetonitrile → 4-(t-Butylamino)-2,3,5,6-tetrafluoropyridine

HRID 368418

Reaction equation

HRID 368418 reaction equation
C(#N)C.[F:4][C:5]1[N:10]=[C:9]([F:11])[C:8]([F:12])=[C:7](F)[C:6]=1[F:14].[C:15]([NH2:19])([CH3:18])([CH3:17])[CH3:16]>C(Cl)(Cl)Cl>[C:15]([NH:19][C:7]1[C:8]([F:12])=[C:9]([F:11])[N:10]=[C:5]([F:4])[C:6]=1[F:14])([CH3:18])([CH3:17])[CH3:16]

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 6385Tert-ButylamineHCID 69690Pentafluoropyridine

Product 1

HCID 221211594-(t-Butylamino)-2,3,5,6-tetrafluoropyridineYield 71.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To 100 ml of acetonitrile was added 24.5 g of pentafluoropyridine, and the mixture was stirred in an ice bath simultaneously with the dropwise addition of 30 g of t-butylamine. When the mixture warmed to room temperature, 150 ml of chloroform was added, and the mixture was washed twice with 800 ml of distilled water. The chloroform layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain 23 g of the title compound as a pale yellow oil.

Workup

  1. washthe mixture was washed twice with 800 ml of distilled water
  2. dry with materialThe chloroform layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c491565e5fa549ff8464593fe08b775f
Source dataset
uspto-grants-2000_10
Patent number
US06133284

Linked notes

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