反应详情

温度

60 °C

2-Chloro-N-(1-ethyl-1H-pyrazol-5-yl)-N-isopropylacetamide (0.39 g, 1.7 mmol) and 2-hydroxy-6-(methoxymethoxy)benzaldehyde (0.309 g, 1.7 mmol) were dissolved in DMF (8.5 ml) and purged with N2 gas. Potassium carbonate (0.47 g, 3.4 mmol) was added and the mixture was stirred in a heat block at 60° C. After 2 h, the reaction was cooled and partitioned into ethyl acetate (100 ml) and water (100 ml). The phases were separated and the aqueous phase was extracted with ethyl acetate (2×50 ml). The combined organic phases were washed with water (50 ml) and a saturated aqueous sodium chloride solution (50 ml), and dried over sodium sulfate. After evaporation the residue was purified by silica gel chromatography (5-50% ethyl acetate/hexanes) to give 0.38 g (59%) of N-(1-ethyl-1H-pyrazol-5-yl)-2-(2-formyl-3-(methoxymethoxy)phenoxy)-N-isopropylacetamide as a faintly-colored viscous oil. MS (ESI) m/z 376 [M+H]+.

1. custompurged with N2 gas
2. temperaturethe reaction was cooled
3. custompartitioned into ethyl acetate (100 ml) and water (100 ml)
4. customThe phases were separated
5. extractionthe aqueous phase was extracted with ethyl acetate (2×50 ml)
6. washThe combined organic phases were washed with water (50 ml)
7. dry with materiala saturated aqueous sodium chloride solution (50 ml), and dried over sodium sulfate
8. customAfter evaporation the residue
9. customwas purified by silica gel chromatography (5-50% ethyl acetate/hexanes)