Sodium Chloride → HCID 90017318, compound

Participants

Reaction Conditions

Reaction Steps

2-Chloro-6-methyl-3-(trifluoromethyl)pyridine (200 mg, 1.02 mmol, Eq: 1.00), (4-methoxyphenyl)methylamine (168 mg, 159 μL, 1.23 mmol, Eq: 1.2) and potassium carbonate (212 mg, 1.53 mmol, Eq: 1.5) were combined in dimethylformamide (1.2 mL) to give a light yellow suspension. The mixture was stirred at 120° C. for 2 h. Additional potassium carbonate (141 mg, 1.02 mmol, Eq: 1) and (4-methoxyphenyl)methanamine (140 mg, 133 μL, 1.02 mmol, Eq: 1) were added and the mixture was stirred at 120° C. for 7 h. Saturated aqueous sodium chloride solution was added and the mixture was extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate and concentrated to an oil. The product (100 mg, 33%) was obtained as a colorless oil by column chromatography (SiO2, ethyl acetate/n-heptane). MS: m/z=297.3 (M+H+)

Provenance & Evidence