反应详情

A solution (0.015 M) of 5-(4-chlorophenyl)-6-cyclohexyl-4-(2-morpholin-4-yl-2-oxoethyl)-4H-thieno[3,2-b]pyrrole-2-carboxylic acid in THF at RT was treated with CDI (1.1 eq.) and DMAP (1.1 eq.). After stirring for 1 h at RT, ethanesulfonamide (2 eq.) and DBU (2 eq.) were added. The mixture was heated to reflux for 5 h then cooled down and diluted with AcOEt. The organic phase was washed with aqueous HCl (0.1 N) and dried. Evaporation of the solvent under reduced pressure gave a residue which was purified by RP-HPLC (Conditions: Waters X-TERRA MS C18, 10 micron, 19×100 mm; flow: 20 mL/min; Gradient: A: H2O+0.05% TFA; B: MeCN+0.05% TFA; 50% A isocratic for 1 min then linear to 20% A in 9 min) to afford the title compound (17%) as a solid.

1. temperatureThe mixture was heated
2. temperatureto reflux for 5 h
3. temperaturethen cooled down
4. washThe organic phase was washed with aqueous HCl (0.1 N)
5. customdried
6. customEvaporation of the solvent under reduced pressure
7. customgave a residue which
8. customwas purified by RP-HPLC (Conditions
9. wait50% A isocratic for 1 min then linear to 20% A in 9 min