Ethyl Acetate → 1-Benzyl-4-[N-methyl-N-(3-nitro-6-chloro-2-pyridinyl)amino]piperidine

Participants

Reaction Steps

1-Benzyl-4-methylaminopiperidine (EXAMPLE 9, 5.34 g, 25.9 mmol), 2,6-dichloro-3-nitropyridine (5.0 g, 25.9 mmol), and potassium carbonate (4.3 g, 31.1 mmol) in 100 ml acetonitrile are stirred at 20°-25° for 20 hr. The mixture is poured in water and extracted with chloroform. The extract is dried over sodium sulfate, filtered and evaporated to give the crude product. Chromatography (silica gel, 300 g; with 15-25% ethyl acetate in hexane) gives the title compound, NMR (300 MHz, CDCl3) 7.92, 7.19, 6.47, 4.23, 3.40, 2.86, 4.23, 3.40, 2.86, 2.57, 2.02 and 1.69-1.71δ.

Provenance & Evidence