Sodium Hydroxide → HCID 57826939, compound

Participants

Reaction Steps

A solution of tBuOK (0.1 mL, 1.2 equiv, 1.0 M in THF) was added to a solution of ethyl 2-(4H-thieno[3,2-b]pyrrol-6-yl)acetate (0.024 g, 0.11 mmol, 1.0 equiv.) in THF (0.5 mL) in a 20 mL vial. This vial was capped and shaken at room temperature for 10 min. To the mixture a solution of cyclopropanesulfonyl chloride (0.7 mL, 1.2 equiv, 0.2 M in THF) was added and the reaction was shaken at room temperature for 4 h. After which time NaOH (aqueous) (1.0 mL, 1.0 M, 9.5 equiv) was added and the reaction was shaken at room temperature overnight. The crude reaction mixture was then concentrated to dryness under reduced pressure and taken up in 1.5 mL 1:1 DMSO/MeOH and purified by reverse phase HPLC (Table 1, Method h) to give the title compound (0.001 g, 3.11%): LC/MS (Table 1, Method e) Rt=1.29 min; MS m/z 285.9 (M+H)+.

Provenance & Evidence