反应详情

温度

100 °C

4-Chloro-2-ethylsulfanyl-6-methyl-benzonitrile (synthesized according to the method described in section a) of example 2) (0.20 g, 0.95 mmol), (R)-3-methylmorpholine (0.14 g, 1.42 mmol) and sodium tert-butoxide (0.27 g, 2.85 mmol) are mixed together with dioxane (1 ml) in a microwave vial. The resulting mixture is degassed and flushed with argon for 20 min followed by the addition of (2-biphenyl)di-tert-butylphosphine (0.056 g, 0.19 mmol) and bis(dibenzylideneacetone)-palladium(0) (0.11 g, 0.19 mmol). The reaction mixture is heated at 100° C. in a microwave oven for 1 h. After completion of the reaction (monitored by TLC), the mixture is filtered through a pad of celite and the filtrate is concentrated to get the crude product, which is purified by column chromatography (silica gel, 8% acetone/hexane) to yield 2-ethylsulfanyl-6-methyl-4-[(3R)-3-methyl-morpholin-4-yl]-benzonitrile (0.06 g, 0.217 mmol, 22%).

1. customThe resulting mixture is degassed
2. customflushed with argon for 20 min
3. customAfter completion of the reaction (monitored by TLC)
4. filtrationthe mixture is filtered through a pad of celite
5. concentrationthe filtrate is concentrated
6. customto get the crude product, which
7. customis purified by column chromatography (silica gel, 8% acetone/hexane)