反应详情

To a stirring solution of 2-bromo-3-formylpyridine (XVI, EXAMPLE 1, 2.0 g, 10.80 mmol), and diisopropylethylamine (1.39 g, 10.80 mmol) in THF is added 1-(tert-butoxycarbonyl)-piperazine (Aldrich, 2.01 g, 10.80 mmol). The mixture is heated in a sealed tube at 100° for 16 hr, cooled to 20°-25° and poured into water (100 ml). The aqueous layer is extracted with ethyl acetate (100 ml), the organic layer separated, dried over sodium sulfate and solvent evaporated to dryness. The residue is purified via flash column chromatography (silica gel; hexane/ethyl acetate (4/1)) to give the title compound, mp 88°-89°; NMR (CDCl3) 1.48, 3.42, 3.60, 6.96, 8.01, 8.39 and 10.03δ; MS (EI, m/e) 291 (M+).

1. temperatureThe mixture is heated in a sealed tube at 100° for 16 hr
2. temperaturecooled to 20°-25°
3. extractionThe aqueous layer is extracted with ethyl acetate (100 ml)
4. customthe organic layer separated
5. dry with materialdried over sodium sulfate and solvent
6. customevaporated to dryness
7. customThe residue is purified via flash column chromatography (silica gel; hexane/ethyl acetate (4/1))