Methanol → 2-(5-Methyl-6-(4-(methylsulfonyl)phenylsulfonyl)-6H-thieno[2,3-b]pyrrol-4-yl)acetic acid

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Reaction Steps

Methanol (0.5 mL) and water (0.5 mL) were added to the crude methyl 2-(5-methyl-6-(4-(methylsulfonyl)phenylsulfonyl)-6H-thieno[2,3-b]pyrrol-4-yl)acetate, followed by the addition of KOH (47.5 mg, 0.846 mmol). The mixture was stirred at ambient temperature for 1 h before adding the AcOH (0.66 mL). The reaction mixture was dried under reduced pressure (Genevac®) and the residue purified by HPLC (Table 1, Method g) to afford the title compound (0.017 g, 14.6%): LC/MS (Table 1, Method b) Rt=1.89 min; MS m/z 412 (M−H)−; 1H NMR (DMSO) δ 8.19-8.08 (m, 4H), 7.23 (d, 1H, J=5.28 Hz), 6.96 (d, 1H, J=5.28 Hz), 3.41 (s, 2H), 3.29 (s, 3H), 2.37 (s, 3H).

Provenance & Evidence