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

HRID 1459268Notes

Reaction equation

HRID 1459268 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 CH2 Cl2 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 CH2 Cl2 layer was dried (MgSO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b8be5cce38c14a8ba3b892698ec5132e
Source dataset
uspto-grants-1998_12
Patent number
US05854234

Reaction notes

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