反应详情

To aniline 20 (40 mg, 0.076 mmol, Scheme 6) and triethylamine (0.20 mL, 1.4 mmol) in THF (10 mL) at r.t. was added a solution of 63 (1.0 mL, 0.26 mmol) in THF and the resulting mixture was stirred for 3 h. The reaction mixture was then quenched with water (1.0 mL) and concentrated. The residue was partitioned between ethyl acetate and water, and the organic phase was washed with water and brine, dried (MgSO4), filtered and concentrated. The residue was dissolved in DMF (10 mL) and diisopropylethylamine (0.2 mL, 0.14 g, 1.1 mmol), 4-fluoroaniline (50 mg, 0.45 mmol), and HATU (75 mg, 0.20 mmol) were sequentially added. The mixture was stirred for 4 h at r.t. and partitioned between ethyl acetate and water. The organic phase was separated, washed with water, sat. NaHCO3, and brine, dried (MgSO4), filtered and concentrated. Silica gel chromatography of the residue (eluent ethyl acetate) provided 64 (34 mg, 61%). MS (m/z)=730.5 (M+H).

1. customThe reaction mixture was then quenched with water (1.0 mL)
2. concentrationconcentrated
3. customThe residue was partitioned between ethyl acetate and water
4. washthe organic phase was washed with water and brine
5. dry with materialdried (MgSO4)
6. filtrationfiltered
7. concentrationconcentrated
8. dissolutionThe residue was dissolved in DMF (10 mL)
9. stirringThe mixture was stirred for 4 h at r.t.
10. custompartitioned between ethyl acetate and water
11. customThe organic phase was separated
12. washwashed with water, sat. NaHCO3, and brine
13. dry with materialdried (MgSO4)
14. filtrationfiltered
15. concentrationconcentrated