反应详情

1,1′-Azobis(N,N-dimethylformamide) (TMAD; 256 mg, 1.50 mmol) was added to a solution of 2-[3-(4-tert-butoxycarbonyl-1-piperazinyl)-2-pyrazinyloxy]ethanol (400 mg. 1.24 mmol; prepared in Example 52, Step 2), 3-(4-morpholinyl)phenol (441 mg, 1 23 mmol) and triphenylphosphine (646 mg, 2.46 mmol) in THF (3 mL). The reaction mixture was stirred at room temperature for 2.5 h and then concentrated. The residue was purified by repeated chromatography on silica gel using toluene and toluene/EtOAc (8.2) as eluents Solvents were evaporated and the residue was treated with CH2Cl2/TFA/H2O (1:0.9:0. 1; 5 mL) at room temperature for 0.5 h. After concentration. 5 M NaOH was added followed by extraction with CH2Cl2. The organic phase was dried (K2CO3), filtered, and concentrated The residue was purified by chromatography on silica gel using CHCl3/MeOH (9 1) as eluent to give 50 mg (10%) of the title product as on oil. HRMS m/z calcd for C20H27N5O3 (M)+ 385.2114, found 385 2100.

1. concentrationconcentrated
2. customThe residue was purified
3. customwere evaporated
4. additionthe residue was treated with CH2Cl2/TFA/H2O (1:0.9:0. 1; 5 mL) at room temperature for 0.5 h
5. concentrationAfter concentration
6. addition5 M NaOH was added
7. extractionfollowed by extraction with CH2Cl2
8. dry with materialThe organic phase was dried (K2CO3)
9. filtrationfiltered
10. concentrationconcentrated The residue
11. customwas purified by chromatography on silica gel