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

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Reaction Steps

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 4-(2-aminoethyl)morpholine (1.531 mmol, 201 μL) to give N-(5-(3-(2-cyanopropan-2-yl)benzamido)-2-methylphenyl)-3-(2-morpholinoethylamino)thieno[2,3-b]pyrazine-6-carboxamide 96e (12 mg, 34%). NMR (400 MHz, DMSO-d6) 1.75 (s, 6H), 2.24 (s, 3H), 2.46 (br s, 4H), 2.56 (br s, 2H), 3.50 (br s, 2H), 3.60 (br s, 4H), 7.28 (d, J=8.6 Hz, 1H), 7.61 (m, 2H), 7.75 (m, 2H), 7.83 (d, J=2.0 Hz, 1H), 7.94 (d, J=7.8 Hz, 1H), 8.05 (s, 1H), 8.18 (s, 1H), 8.25 (s, 1H), 10.08 (s, 1H), 10.33 (s, 1H). (m/z)=584 (M+H)+.

Provenance & Evidence