反应详情

A solution of 3-amino-6-fluorobenzo[b]thiophene (7 g) and 4-chloropyridine hydrochloride (7 g) in 200 mL 1-methyl-2-pyrrolidinone was stirred one hour at 80°-85° C. and thereafter cooled, stirred with water, basified with sodium carbonate and extracted with ethyl acetate. The organic extract was washed successively with water and a saturated sodium chloride solution and thereafter dried (anhydrous magnesium sulfate), filtered and concentrated to 10 g of a dark oil. This oil was eluted through silica with 10% methanol in dichloromethane via HPLC to yield 4.7 g of a brown solid, m.p. 102°-106° C. This was converted to the maleate salt in 20% methanol in ether and immediately thereafter recrystallized from 20% methanol in ether to yield 2.9 g of white crystals, m.p. 172°-174° (dec.).

1. temperaturecooled
2. extractionextracted with ethyl acetate
3. extractionThe organic extract
4. washwas washed successively with water
5. dry with materiala saturated sodium chloride solution and thereafter dried (anhydrous magnesium sulfate)
6. filtrationfiltered
7. concentrationconcentrated to 10 g of a dark oil
8. washThis oil was eluted through silica with 10% methanol in dichloromethane via HPLC