Ammonium Hydroxide → 6-Methyl-4-(trifluoromethyl)pyridin-2-amine

HRID 1279575Notes

Reaction equation

HRID 1279575 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([CH3:12])[N:3]=1.[OH-].[NH4+:14]>>[NH2:14][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([CH3:12])[N:3]=1

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 27366262-Chloro-6-methyl-4-(trifluoromethyl)pyridine

Product 1

HCID 184285216-Methyl-4-(trifluoromethyl)pyridin-2-amine

Procedure

2-chloro-6-methyl-4-(trifluoromethyl)pyridine (5.0 g) and conc ammonium hydroxide (150 mL) were heated at 180° C. in a steel reaction vessel with mechanical stirring overnight. The contents were allowed to cool and partitioned between CH2Cl2 and water. The CH2Cl2 layer was dried (MgSO4) and concentrated in vacuo leaving 2-amino-6-methyl-4-(trifluoromethyl)pyridine as a white solid.

Workup

  1. temperatureto cool
  2. custompartitioned between CH2Cl2 and water
  3. dry with materialThe CH2Cl2 layer was dried (MgSO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5df6dbc4e3474393a1853767ab7c75d9
Source dataset
uspto-grants-2002_09
Patent number
US06448286B1

Reaction notes

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