反应详情

温度

120 °C

To a stirring solution of 1-[4-acetyl-1-(2,4-dimethoxy-phenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-ethanone prepared as in Example 70 (1580 mg, 0.5 mmol) in 2.0 mL of dry DMF at rt was added sodium ethanethiolate (80%, Aldrich; 210 mg, 2.0 mmol). After 20 min at rt, it was heated to 120° C. and stirred for an additional 2 h before it was quenched with 1N HCl (5 mL). It was extracted with EtOAc (2×10 mL), and the combined organic extracts were washed with dried with MgSO4, filtered, and concentrated in vacuo to afford the crude product as a yellow oil. This crude material was purified by automated chromatography on silica gel (using an 20-50% EtOAc/hexanes gradient) to give the major product 1-[4-acetyl-1-(2-hydroxy-4-methoxy-phenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-ethanone as pale yellow oil: MS (ESI) 302 (M+H)+.

1. customat rt
2. customwas quenched with 1N HCl (5 mL)
3. extractionIt was extracted with EtOAc (2×10 mL)
4. washthe combined organic extracts were washed
5. dry with materialwith dried with MgSO4
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customto afford the crude product as a yellow oil
9. customThis crude material was purified by automated chromatography on silica gel (