Dimethylamine → 2-Chloro-3-cyano-6-(N,N-dimethylamino)-4-methylpyridine

HRID 2380254Notes

Reaction equation

HRID 2380254 reaction equation
[CH3:1][NH:2][CH3:3].[C:4]([C:6]1[C:7]([Cl:14])=[N:8][C:9](Cl)=[CH:10][C:11]=1[CH3:12])#[N:5]>O1CCOCC1.C(OCC)(=O)C>[Cl:14][C:7]1[C:6]([C:4]#[N:5])=[C:11]([CH3:12])[CH:10]=[C:9]([N:2]([CH3:3])[CH3:1])[N:8]=1

Participants

5

Reactant 2

HCID 674DimethylamineHCID 701313-Cyano-2,6-dichloro-4-methylpyridine

Product 1

HCID 199600452-Chloro-3-cyano-6-(N,N-dimethylamino)-4-methylpyridine

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

Dimethylamine (8 mL) was added to a solution of 3-cyano-2,6-dichloro-4-methylpyridine (11.6 g) in dioxan (100 mL). After stirring for 2 hours the reaction mixture was diluted with ethyl acetate (1 L), washed with water, dried, filtered, and evaporated to a volume of 20 mL. The crystalline material was filtered to give 5.4 g of the title compound, suitable for use in the next reaction.

Workup

  1. washwashed with water
  2. customdried
  3. filtrationfiltered
  4. customevaporated to a volume of 20 mL
  5. filtrationThe crystalline material was filtered

Sources & evidence

ORD record
ord-cc988d160e45452c8aba62d7049dd811
Source dataset
uspto-grants-1994_11
Patent number
US05366972

Reaction notes

Loading…