反应详情

To an ice-cooled and stirred solution of ethyl [2-(7-ethoxy-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indol-2-yl)-4,5-dihydro-1,3-thiazol-5-yl]acetate (110 mg) in tetrahydrofuran (8 mL)-methanol (2 mL) was added lithium borohydride (25 mg), and the mixture was stirred at room temperature for 4 h, followed by an addition of lithium borohydride (25 mg). After stirring at room temperature for 3 h, the reaction mixture was partitioned between ethyl acetate and aqueous citric acid solution. The organic layer was washed with brine, dried (MgSO4), filtered, and concentrated. The residue was purified by silica gel chromatography (ethyl acetate:hexane=50:50 to 100:0, volume ratio) to give a colorless oil, which was crystallized from ethyl acetate-hexane to give the title compound (54 mg, 54%) as colorless crystals. MS 462 (MH+). mp 147-148° C.

1. stirringAfter stirring at room temperature for 3 h
2. customthe reaction mixture was partitioned between ethyl acetate and aqueous citric acid solution
3. washThe organic layer was washed with brine
4. dry with materialdried (MgSO4)
5. filtrationfiltered
6. concentrationconcentrated
7. customThe residue was purified by silica gel chromatography (ethyl acetate:hexane=50:50 to 100:0, volume ratio)
8. customto give a colorless oil, which
9. customwas crystallized from ethyl acetate-hexane