反应详情

温度

50 °C

A mixture of 2-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)-1,3-thiazole-5-carbaldehyde (0.31 g), 2-(ethylsulfanyl)ethanamine (0.14 g), acetic acid (1 drop) and tetrahydrofuran (2 mL) was stirred overnight at 50° C. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was m washed with saturated brine, dried (MgSO4) and concentrated. The obtained residue was dissolved in methanol (4 mL), and sodium borohydride (28 mg) was added at 0° C. The reaction mixture was stirred at room temperature for 1 hr, water was added, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The obtained residue was subjected to silica gel column chromatography, and the title compound (0.37 g, quantitatively) was obtained as a yellow oil from a fraction eluted with tetrahydrofuran-hexane (3:1, volume ratio). MS: 471 (MH+).

1. extractionthe mixture was extracted with ethyl acetate
2. washThe ethyl acetate layer was m washed with saturated brine
3. dry with materialdried (MgSO4)
4. concentrationconcentrated
5. dissolutionThe obtained residue was dissolved in methanol (4 mL)
6. additionsodium borohydride (28 mg) was added at 0° C
7. stirringThe reaction mixture was stirred at room temperature for 1 hr
8. additionwater was added
9. extractionthe mixture was extracted with ethyl acetate
10. washThe ethyl acetate layer was washed with saturated brine
11. dry with materialdried (MgSO4)
12. concentrationconcentrated