反应详情

温度

150 °C

A 20 mL microwave vessel was charged with methyl 4-bromo-2-(2-(quinolin-5-yl)acetamido)thiophene-3-carboxylate (560 mg, 1.38 mmol), CuCN (540 mg, 6 mmol), DMF (8 mL), and (1R,2R)—N1,N2-dimethylcyclohexane-1,2-diamine (300 uL). The reaction mixture was flushed with nitrogen and sealed under a teflon cap before being heated to 150° C. using microwave radiation for 0.5 h. The reaction mixture was concentrated under reduced pressure to give an oil that was partitioned between an organic layer of 10% iPrOH/chloroform and an aqueous layer saturated with sodium bicarbonate. The heterogeneous organic layer was filtered and concentrated under reduced pressure to give a green oil. The crude product was purified by column chromatography with 60-70% ethyl acetate/hexanes. Yield: 40 mg (8%). Method [1]: rt=1.401 min; MH+ 352.0.

1. customThe reaction mixture was flushed with nitrogen
2. customsealed under a teflon
3. customcap
4. customfor 0.5 h
5. concentrationThe reaction mixture was concentrated under reduced pressure
6. customto give an oil that
7. customwas partitioned between an organic layer of 10% iPrOH/chloroform
8. filtrationThe heterogeneous organic layer was filtered
9. concentrationconcentrated under reduced pressure
10. customto give a green oil
11. customThe crude product was purified by column chromatography with 60-70% ethyl acetate/hexanes
12. customrt=1.401 min