Tetrahydrofuran → 4-[5-Bromo-6-(2-methyl-2-morpholin-4-yl-propylamino)-pyridine-3-sulfonyl]-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester

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Reaction Steps

The reaction was conducted following the procedure for Example 156: step a, using 4-(5-bromo-6-chloro-pyridine-3-sulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester (0.050 g, 0.113 mmol), (Example 2: step c), 2-methyl-2-morpholin-4-yl-propylamine (0.023 g, 0.146 mmol), diisopropylethylamine (0.073 g, 0.565 mmol), THF [0.5 mL], DMF [0.5 mL]. Chromatography of the residue (25%–50%EtOAc/Hx) yielded the title compound. 1H-NMR (CDCl3): δ 8.70(d, 1H, J=2.1 Hz), 8.08(d, 1H, J=2.1 Hz), 8.02 (s, 1H), 6.82 (t, 1H, J=4.1), 3.90 (s, 3H), 3.76 (t, 4H, J=4.1), 3.37 (d, 2H, J=4.1), 2.64 (s, 3H), 2.57 (t, 4H, J=4.5),1.59 (s, 3H), 1.13 (s, 6H). ESI-MS (m/z): Calcd. For C20H26BrN3O5S3: 565.54 (M+H); found 564.0, 565.9.

Provenance & Evidence