2-Methoxyethylamine → N-(5-(3-(2-cyanopropan-2-yl)benzamido)-2-methylphenyl)-3-(2-methoxyethylamino)thieno[2,3-b]pyrazine-6-carboxamide

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Preparation analogous to 96a by using 3-chloro-N-(5-(3-(2-cyanopropan-2-yl)benzamido)-2-methylphenyl)thieno[2,3-b]pyrazine-6-carboxamide 95 (0.061 mmol, 30 mg) and 2-aminoethyl methyl ether (1.531 mmol, 133 μL) to give N-(5-(3-(2-cyanopropan-2-yl)benzamido)-2-methylphenyl)-3-(2-methoxyethylamino)thieno[2,3-b]pyrazine-6-carboxamide 96g (13 mg, 40%). NMR (400 MHz, DMSO-d6) 1.76 (s, 6H), 2.24 (s, 3H), 3.30 (s, 3H), 3.54 (m, 4H), 7.28 (d, J=8.6 Hz, 1H), 7.61 (m, 2H), 7.76 (m, 1H), 7.83 (m, 1H), 7.94 (m, 1H), 7.96 (s, 1H), 8.05 (s, 1H), 8.18 (s, 1H), 8.25 (s, 1H), 10.09 (s, 1H), 10.34 (s, 1H). (m/z)=530 (M+H)+.

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