Methylamine → N-Methyl-N-[(4-{[2-(trifluoromethyl)pyrimidin-5-yl]oxy}phenyl)methyl]amine
Reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[N:8]=[CH:7][C:6]([O:9][C:10]2[CH:17]=[CH:16][C:13]([CH:14]=O)=[CH:12][CH:11]=2)=[CH:5][N:4]=1.[CH3:20][NH2:21]>C(O)C>[CH3:20][NH:21][CH2:14][C:13]1[CH:16]=[CH:17][C:10]([O:9][C:6]2[CH:5]=[N:4][C:3]([C:2]([F:19])([F:18])[F:1])=[N:8][CH:7]=2)=[CH:11][CH:12]=1Participants
4
Procedure
4-{[2-(Trifluoromethyl)pyrimidin-5-yl]oxy}benzaldehyde was stirred with 33% methylamine in 95% ethanol (30 mL) at reflux for 1 hour and then concentrated. The residue was re-dissolved in 95% ethanol, 10% palladium/carbon was added, and the mixture was hydrogenated at room temperature under atmospheric pressure for 30 minutes. The reaction was performed on a 5.0 mmol scale with a yield of 95%.