Dichloromethane → 2,3,5,6-Tetrafluoro-N,N-dimethylpyridin-4-amine

HRID 1700179Notes

Reaction equation

HRID 1700179 reaction equation
C(Cl)Cl.[F:4][C:5]1[N:10]=[C:9]([F:11])[C:8]([F:12])=[C:7](F)[C:6]=1[F:14].[CH2:15]([NH:17][CH2:18]C)C>O>[CH3:15][N:17]([CH3:18])[C:7]1[C:6]([F:14])=[C:5]([F:4])[N:10]=[C:9]([F:11])[C:8]=1[F:12]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 8021DiethylamineHCID 69690Pentafluoropyridine

Product 1

HCID 8536842,3,5,6-Tetrafluoro-N,N-dimethylpyridin-4-amine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To methylene chloride (50 mL) cooled in an ice bath was added pentafluoropyridine (2.0 g, 11.8 mmol) and diethylamine (2.97 mL of a 40% solution in water, 24 mmol). After stirring for 30 minutes the solution was washed with water, and dried over basic alumina. The solvent was removed in vacuo to give 4-dimethylamino-2,3,5,6-tetra-fluoropyridine; NMR (CDCl3) 3.13 (m,6) ppm.

Workup

  1. washwas washed with water
  2. customdried over basic alumina
  3. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-cf66a74f02614278afd67d8c0425302f
Source dataset
uspto-grants-2002_02
Patent number
US06350746B1

Reaction notes

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