Ethylamine → N-Ethyl-5-(trifluoromethyl)pyridin-2-amine

HRID 923796Notes

Reaction equation

HRID 923796 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][N:3]=1.[CH2:12]([NH2:14])[CH3:13].CN1C(=O)CCC1>O>[CH2:12]([NH:14][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][N:3]=1)[CH3:13]

Participants

5

Reactant 3

HCID 6341EthylamineHCID 13387N-methyl-2-pyrrolidoneHCID 923422-Chloro-5-(trifluoromethyl)pyridine

Product 1

HCID 13144278N-Ethyl-5-(trifluoromethyl)pyridin-2-amine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 2-chloro-5-trifluoromethylpyridine (12 g), 70% of aqueous ethylamine solution (16 ml), and NMP (7 ml) was stirred with heating at 70° C. for 1 day. Into the reaction mixture cooled to room temperature, water was poured, and then the precipitated solid was collected by filtration. The obtained solid was washed with water, and dried to give 6.3 g of N-ethyl-(5-trifluoromethylpyridin-2-yl)-amine.

Workup

  1. temperatureInto the reaction mixture cooled to room temperature
  2. filtrationthe precipitated solid was collected by filtration
  3. washThe obtained solid was washed with water
  4. customdried

Sources & evidence

ORD record
ord-588e2010b9974433beb24d6cb8ee9747
Source dataset
uspto-grants-2016_03
Patent number
US09278983B2

Reaction notes

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