Potassium Hydroxide → HCID 9916286, compound

Participants

Reaction Steps

The title compound was prepared according to the procedure in Example 10, step 2, using 5-[4-(2,3-dimethyl-naphtho[2,3-b]thiophen-4-yl)-2, 6-diethyl-phenoxysulfonyl]-4-methoxy-thiophene-3-carboxylic acid methyl ester (0.608 g, 1.02 mmol) and 1N KOH (5.11 mL). Purification on 2% H3PO4 /MeOH treated Biotage KP-Sil eluting with a 25, 40 & 60% EtOAc/hexane step gradient to give 0.390 g (66%) of the title compound as a white solid, mp >230° C. 1H NMR (DMSO-d6) δ 1.09 (t, 6 H), 1.58 (s, 3 H), 2.41 (s, 3 H), 2.57-2.69 (m, 4 H), 4.01 (s, 3 H), 7.18 (s, 2 H), 7.35-7.41 (m, 2 H), 7.44-7.48 (m, 1 H), 7.96 (d, 1 H), 8.49 (s, 1 H), 8.74 (s, 1 H), 13.39 (s, 1 H). IR (KBr) 2950, 1700, 1540, 1360 and 860 cm-1. mass spectrum (-ESI) m/z 579 (M-H). Anal. Calcd. for C30H28O6S3 : C, 62.05; H, 4.86; N, 0.00. Found: C, 25 62.15; H, 5.09; N, 0.06.

Provenance & Evidence