反应详情

A solution (0.015 M) of methyl 6-cyclopentyl-5-phenyl-4H-thieno[3,2-b]pyrrole-2-carboxylate in THF/MeOH (1:1) was treated with aqueous NaOH (2 N solution, 20 eq.) then the mixture was heated to reflux for 45 min. After cooling down, the mixture was concentrated then the residue diluted with water and acidified to pH 2-3 with aqueous HCl (1 N) and extracted with AcOEt. The combined organic phase was dried and concentrated to give a residue that was purified by RP-HPLC (Conditions: Waters X-TERRA MS C18, 10 micron, 19×150 mm; flow: 20 mL/min; Gradient: A: H2O+0.05% TFA; B: MeCN+0.05% TFA; 90% A isocratic for 2 min then linear to 10% A in 9 min) to afford the title compound (73%) as a solid.

1. temperaturethe mixture was heated
2. temperatureto reflux for 45 min
3. temperatureAfter cooling down
4. concentrationthe mixture was concentrated
5. additionthe residue diluted with water
6. extractionextracted with AcOEt
7. customThe combined organic phase was dried
8. concentrationconcentrated
9. customto give a residue that
10. customwas purified by RP-HPLC (Conditions