Ethylamine → Ethyl-(5-nitro-2-trifluoromethyl-pyridin-4-yl)-amine
Reaction equation
C([O-])([O-])=O.[K+].[K+].[CH2:7]([NH2:9])[CH3:8].Cl[C:11]1[C:16]([N+:17]([O-:19])=[O:18])=[CH:15][N:14]=[C:13]([C:20]([F:23])([F:22])[F:21])[CH:12]=1>C1COCC1.C(#N)C>[CH2:7]([NH:9][C:11]1[C:16]([N+:17]([O-:19])=[O:18])=[CH:15][N:14]=[C:13]([C:20]([F:23])([F:21])[F:22])[CH:12]=1)[CH3:8]Participants
6
Conditions
- Temperature
- 0 °C
Procedure
K2CO3 (4.15 g, 30.01 mmol), and 2.0 M solution of EtNH2 (15 mL, 30.01 mmol) in THF are added o a solution of 4-chloro-5-nitro-2-trifluoromethyl-pyridine (3.4 g, 15.0 mmol) in acetonitrile (30 mL) under cold conditions . The reaction is complete after stirring at 0° C. for 2 h. Usual work up affords ethyl-(5-nitro-2-trifluoromethyl-pyridin-4-yl)-amine as an yellow-orange viscous oil. 1H NMR (300 MHz, CDCl3): δ 9.24 (s, 1H), 7.09 (s, 1H), 3.45 (t, J=7.2 Hz, 2H), 1.42 (t, J=7.2 Hz, 3H).
Sources & evidence
- ORD record
- ord-867e308cf0bd427284e7444479b69dc2
- Source dataset
- uspto-grants-2005_07
- Patent number
- US06916819B2
Reaction notes
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