反应详情

1-tert-Butyl 3-methyl(3R,5S)-5-{[(2-tert-butyl-4-chloropyrimidin-5-yl)carbonyl](isobutyl)amino}piperidine-1,3-dicarboxylate (300 mg), dichloro[bis(triphenylphosphine)]palladium (412 mg), copper iodide (112 mg) and N,N-diisopropylethylamine (0.51 μL) were dissolved in DMF (8 ml), and the mixture was stirred at room temperature for 15 min. 1-Hexyne (0.08 ml) was added and the mixture was stirred at room temperature 2 hr, and further at 70° C. for 8 hr. The mixture was cooled to room temperature, adsorbed to silica gel (10 g), and a fraction eluted with ethyl acetate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and a fraction eluted with hexane-ethyl acetate (95:5-30:70) was concentrated under reduced pressure to give the object product (218 mg).

1. stirringthe mixture was stirred at room temperature 2 hr
2. waitfurther at 70° C. for 8 hr
3. temperatureThe mixture was cooled to room temperature
4. washa fraction eluted with ethyl acetate
5. concentrationwas concentrated under reduced pressure
6. washa fraction eluted with hexane-ethyl acetate (95:5-30:70)
7. concentrationwas concentrated under reduced pressure