反应详情

温度

90 °C

A stirred mixture of 4-cyclopropyl-2-fluoro-1-nitrobenzene (D37, 180 mg, 0.99 mmol), 1-(tetrahydro-2H-pyran-4-yl)-4-piperidinamine dihydrochloride (diHCl salt of D9, 280 mg, 1.1 mmol) and N,N-diisopropylethylamine (0.56 ml, 3.3 mmol), in dimethylformamide (5 ml) was stirred at room temperature for 3 hrs, then heated at 90° C. for 18 hrs. The cooled mixture was concentrated under vacuum and the residue treated with dilute K2CO3 solution (20 ml) and extracted with ethyl acetate (3×30 ml). The combined extract was washed with water, dried (MgSO4) and concentrated under vacuum. The residue was purified by chromatography on silica gel (40 g) eluting with 1-10% methanol/dichloromethane to afford the title compound as an orange solid (200 mg, 59%). M++H=346.0.

1. concentrationThe cooled mixture was concentrated under vacuum
2. additionthe residue treated with dilute K2CO3 solution (20 ml)
3. extractionextracted with ethyl acetate (3×30 ml)
4. extractionThe combined extract
5. washwas washed with water
6. dry with materialdried (MgSO4)
7. concentrationconcentrated under vacuum
8. customThe residue was purified by chromatography on silica gel (40 g)
9. washeluting with 1-10% methanol/dichloromethane