反应详情

A 11 g. portion of 3-(2,4-difluorophenylaminomethyl)pyridine was dissolved in 50 ml. of dichloromethane, and 4.6 ml. of methanesulfonyl chloride was added. The mixture was stirred at ambient temperature overnight. A solid had formed, which was filtered from the mixture. The filtrate was partially evaporated under vacuum, producing more solid which was removed and discarded. The filtrate was chromatographed over silica gel, eluting first with dichloromethane, then with dichloromethane:ethyl acetate, and finally with dichloromethane:methanol. The product-containing fractions were combined and evaporated to produce 1.9 g. of the desired product in the free base form. That product was dissolved in dichloromethane, with stirring, and hydrogen chloride was bubbled through the solution. Some solid formed. The mixture was diluted with 250 ml. of diethyl ether and filtered. The solids were washed with diethyl ether and dried under vacuum to obtain 2 g. of the desired product, m.p. 203°-206°.

1. customA solid had formed
2. filtrationwhich was filtered from the mixture
3. customThe filtrate was partially evaporated under vacuum
4. customproducing more solid which
5. customwas removed
6. customThe filtrate was chromatographed over silica gel
7. washeluting first with dichloromethane
8. customevaporated
9. customto produce 1.9 g