Cl[C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([C:12]([F:15])([F:14])[F:13])[N:3]=1.[CH3:16][NH:17][NH2:18].[OH-].[Na+]>>[F:9][C:8]([F:11])([F:10])[C:6]1[CH:5]=[C:4]([C:12]([F:15])([F:14])[F:13])[N:3]=[C:2]([N:17]([CH3:16])[NH2:18])[CH:7]=12-Chloro-4,6-bis(trifluoromethyl)pyridine (19.4 g; 0.078 mol) was treated with several portions of methyl hydrazine (4.2 g; 0.090 mol) and stirred under nitrogen at room temperature for 24 h. The oil/solid mixture was treated with 5M aqueous NaOH to basify (pHil) and extracted with ethyl acetate. The organic extracts were dried and evaporated to afford 1-[4,6-bis[trifluoromethyl]pyrid-2-yl]-1-methyl hydrazine as an oil (18.4 g; 91%). ##STR25##
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