Ammonia → 6-Methyl-4-(trifluoromethyl)pyridin-2-amine

HRID 1696773Notes

Reaction equation

HRID 1696773 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.[NH3:13]>>[NH3:3].[CH3:12][C:4]1[N:3]=[C:2]([NH2:13])[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=1

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 27366262-Chloro-6-methyl-4-(trifluoromethyl)pyridine

Product 2

HCID 222AmmoniaHCID 184285216-Methyl-4-(trifluoromethyl)pyridin-2-amineYield 189.5%

Conditions

Temperature
120 °C

Procedure

A mixture of 4.7 g 2-chloro-6-methyl-4-trifluoromethyl-pyridine and 80 g ammonia was heated in an autoclave at 120° C. for 24 h. Ammonia was allowed to evaporate and the residue was purified on silica gel with methylene chloride:methanol:ammonia=9:1:0.1 to yield 4.01 g of the title compound as off white crystals MS (ISP) M+H+=177.1 melting at 53.5-54.5° C.

Workup

  1. customto evaporate
  2. customthe residue was purified on silica gel with methylene chloride

Sources & evidence

ORD record
ord-0ab8241684f1456b978613145f28a8b1
Source dataset
uspto-grants-2012_04
Patent number
US08163778B2

Reaction notes

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