Diisopropylethylamine → 2-Methyl 6(thieno[3,2-b]pyridin-7-yloxy)benzo[b]thiophene-3-carboxylic acid (2-morpholin-4-yl)ethylamide

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Reaction Steps

This material was prepared from the reaction of 2-methyl-6-(thieno[3,2-b]pyridin-7-yloxy)benzo[b]thiophene-3-carboxylic acid 133a (93 mg, 0.27 mmole) with 4-(2-aminoethyl)morpholine (0.12 mL, 0.82 mmole), diisopropylethylamine (0.10 mL, 0.55 mmole), and HBTU (155 mg, 0.41 mmole) in a manner similar to that previously described for example 117 to give a white crystalline solid (35 mg, 28%). 1H NMR (DMSO-d6, 300 MHz) δ8.51 (1H, d, J=5.27 Hz), 8.28 (1H, t, J=5.37 Hz), 8.15 (1H, d, J=5.46 Hz), 7.94 (1H, dd, J=2.26 Hz), 7.94 (1H, d, J=8.48 Hz), 7.59 (1H, d, J=5.46 Hz), 7.33 (1H, dd, J=2.26, 8.85 Hz), 6.64 (1H, d, J=5.27 Hz), 3.58 (4H, t, J=4.33 Hz), 3.43 (2H, q, J=6.09 Hz), 3.32 (2H, m), 2.63 (3H, s), 2.52-2.39 (4H, m).

Provenance & Evidence