A novel approach to 4H-thieno[3,2-b]pyrroles

Optimization of Thienopyrrole‐Based Finger‐Loop Inhibitors of the Hepatitis C Virus NS5B Polymerase

“…To allow for variation of the acetamide and aryl moiety in the late stages of the synthesis we developed a different synthetic approach starting from intermediate 12, which can be prepared from 5 either via a Batcho-Leimgruber process, [35] or by using a recently reported palladium-catalyzed cyclization starting from 13 (Scheme 2). [36] The latter also offers the possibility to directly incorporate the Table 1 for full structures.…”

“…Trituration with MeCN/Et 2 O (20:1) gave 9 e (1.59 g, 86 %, over 2 steps) as a solid. 52 (m, 1 H), 1.52-1.58 (m, 1 H), 1.58-1.70 (m, 3 H), 1.80-1 [35] A solution of 5 (10.0 g, 49.7 mmol) in dry DMF (45 mL) was treated with N,Ndimethylformamide dimethyl acetal (15 mL, 113 mmol) and stirred overnight at 110 8C. The reaction was concentrated to dryness to give an intermediate that was used without further purification.…”