反应详情

温度

70 °C

2-cyano-N-cyclohexyl-3-ethoxy-prop-2-enamide (Intermediate #17) (605 mg, 2.73 mmol) and methyl 3-hydrazinylbenzoate hydrochloride (552 mg, 2.73 mmol) were suspended in ethanol (20 mL). DIPEA (352 mg, 2.73 mmol) was added and the mixture heated to 70° C. for 1 h. The reaction mixture was cooled to ambient and concentrated to a small volume. Water (50 mL) was added and the resulting solid recovered by filtration, redissolved in ethyl acetate (50 mL), dried (MgSO4) and evaporated to give a brown solid which was slurried with ether and recovered by filtration to give the title compound as light brown solid (443 mg, 47%).

1. temperatureThe reaction mixture was cooled to ambient and
2. concentrationconcentrated to a small volume
3. additionWater (50 mL) was added
4. filtrationthe resulting solid recovered by filtration
5. dissolutionredissolved in ethyl acetate (50 mL)
6. dry with materialdried (MgSO4)
7. customevaporated
8. customto give a brown solid which
9. filtrationrecovered by filtration