反应详情

To 44 mL of a dichloromethane solution containing 0.22 g of (7-methoxy-2-oxoquinolin-1(2H)-yl)acetaldehyde, 0.40 mL of acetic acid, 0.35 g of tert-butyl (2,3-dihydro-1,4-benzodioxin-6-ylmethyl)(piperidin-4-yl)carbamate and 0.12 g of benzotriazole were added, and stirred for 1 day. The solvent was removed under reduced pressure to afford a pale yellow solid. To 4.0 mL of tetrahydrofuran containing this pale yellow solid, 1.0 mL of 3.0 mol/L methylmagnesium bromide/diethyl ether was added and stirred for 1 hour. The reaction solution was poured onto aqueous saturated ammonium chloride solution, and water and ethyl acetate were added. The organic layer was separated, washed with aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue thus obtained was purified by silica gel column chromatography[eluent; hexane:ethyl acetate=7:3], to give 50 mg of tert-butyl (2,3-dihydro-1,4-benzodioxin-6-ylmethyl)(1-(2-(7-methoxy-2-oxoquinolin-1(2H)-yl)-1-methylethyl)piperidin-4-yl)carbamate as a colorless foam.

1. additionwere added
2. customThe solvent was removed under reduced pressure
3. customto afford a pale yellow solid
4. stirringstirred for 1 hour
5. additionwere added
6. customThe organic layer was separated
7. washwashed with aqueous saturated sodium chloride solution
8. dry with materialdried over anhydrous magnesium sulfate
9. customthe solvent was removed under reduced pressure
10. customThe residue thus obtained
11. customwas purified by silica gel column chromatography[eluent