反应详情

2-[(R)-2-(5-chloro-7-cyclopentylamino-1H-indol-2-yl)-4,5-dihydro-thiazol-4-yl]-ethanol (81 mg, 0.11 mmol) prepared in Example 5 was dissolved in tetrahydrofuran (4 mL). Iodine (13.2 mg, 0.11 mmol) and imidazole (9.7 mg, 0.14 mmol) were added thereto, and the mixture was stirred for 2 h at room temperature. After completion of the reaction, the reaction mixture was filtered to remove solid moiety. The solvent was removed under reduced pressure, and tetrahydrofuran (4 mL) was added to the residue. Pyrazole (58 mg, 0.85 mmol) and sodium hydride (60% mineral oil, 21 mg, 0.85 mmol) were added thereto, and the mixture was stirred for 8 h at room temperature. The reaction was quenched by water, and the reaction mixture was extracted with ethyl acetate, dried over anhydrous magnesium sulfate, and filtered. The solvent was removed under reduced pressure, and the residue was purified by column chromatography to give the title compound (24 mg, Yield 34%).

1. customAfter completion of the reaction
2. filtrationthe reaction mixture was filtered
3. customto remove solid moiety
4. customThe solvent was removed under reduced pressure, and tetrahydrofuran (4 mL)
5. additionwas added to the residue
6. stirringthe mixture was stirred for 8 h at room temperature
7. customThe reaction was quenched by water
8. extractionthe reaction mixture was extracted with ethyl acetate
9. dry with materialdried over anhydrous magnesium sulfate
10. filtrationfiltered
11. customThe solvent was removed under reduced pressure
12. customthe residue was purified by column chromatography