反应详情

温度

80 °C

To a solution consisting of 3-methyl-5-(phenylmethoxy)-1H-indol-1-amine (4.81 g) and 1-methyl-2-pyrrolidinone (83 ml) was added 4-chloro-3-fluoro pyridine hydrochloride (3.20 g). The resulting mixture was heated at 80° C. for 2 hours. Upon cooling to room temperature, dilute aqueous sodium bicarbonate and ethyl acetate were added to the reaction mixture. The layers were separated and the aqueous phase was extracted with EtOAc (3x). The combined organic layers were washed successively with water (2x) and brine (1x), and thereafter dried (MgSO4). Filtration and concentration gave the crude product. Purification via flash column chromatography (silica gel, 50% ethyl acetate/dichloromethane) afforded 4.0 g of the desired product as a solid, m.p. 210°-213° C.

1. temperatureUpon cooling to room temperature
2. customThe layers were separated
3. extractionthe aqueous phase was extracted with EtOAc (3x)
4. washThe combined organic layers were washed successively with water (2x) and brine (1x)
5. dry with materialdried (MgSO4)
6. filtrationFiltration and concentration
7. customgave the crude product
8. customPurification via flash column chromatography (silica gel, 50% ethyl acetate/dichloromethane)