Triethylamine → N-(5-(3-(2-cyanopropan-2-yl)benzamido)-2-methylphenyl)-3-(ethylamino)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 (0.049 mmol, 24 mg), ethylamine hydrochloride (1.22 mmol, 100 mg) and triethylamine (1.71 mmol, 239 μL) to give N-(5-(3-(2-cyanopropan-2-yl)benzamido)-2-methylphenyl)-3-(ethylamino)thieno[2,3-b]pyrazine-6-carboxamide 96i (3 mg, 12%). NMR (400 MHz, DMSO-d6) 1.21 (t, J=7.0 Hz, 3H), 1.76 (s, 6H), 2.25 (s, 3H), 3.37 (m, 2H), 7.28 (d, J=8.2 Hz, 1H), 7.61 (m, 2H), 7.75 (d, J=8.2 Hz, 1H), 7.83 (m, 2H), 7.95 (d, J=7.8 Hz, 1H), 8.05 (s, 1H), 8.10 (s, 1H), 8.24 (s, 1H), 10.08 (s, 1H), 10.33 (s, 1H). (m/z)=500 (M+H)+.

Provenance & Evidence