反应详情

温度

80 °C

A solution (0.1 M) of methyl 5-bromo-4-(tert-butoxycarbonyl)-6-cyclohexyl-4H-thieno[3,2-b]pyrrole-2-carboxylate in EtOH/toluene (1:1) was treated with 4-chlorophenylboronic acid (1.3 eq.) and LiCl (2 eq.). Aqueous Na2CO3 (2 N, 2.5 eq.) was added and the solution was degassed, then Pd(PPh3)4 (0.1 eq.) was added. The mixture was heated to 80° C. for 18 h, then cooled and diluted with AcOEt. The organic phase was washed sequentially with water, aqueous HCl (1 N) and brine, then dried and concentrated giving a residue that was purified by flash chromatography on silica gel (1:9 AcOEt/petroleum ether) to afford the title compound (69%) as a solid.

1. customthe solution was degassed
2. temperaturecooled
3. washThe organic phase was washed sequentially with water, aqueous HCl (1 N) and brine
4. customdried
5. concentrationconcentrated
6. customgiving a residue that
7. customwas purified by flash chromatography on silica gel (1:9 AcOEt/petroleum ether)