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

HRID 1017213Notes

Reaction equation

HRID 1017213 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].[CH3:15][NH:16][CH3:17]>O>[CH3:15][N:16]([CH3:17])[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 674DimethylamineHCID 6344DichloromethaneHCID 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 dimethylamine (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-tetrafluoropyridine; 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-638da590960040279d41c2b6d3ef0e5b
Source dataset
uspto-grants-2002_11
Patent number
US06479485B2

Reaction notes

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