Morpholine → HCID 178519836, compound

Participants

Reaction Steps

The title compound was prepared following the procedure for EXAMPLE 151, using a mixture of 2-((trans-3-(3-cyclopropyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyrazin-1-yl)cyclobutyl)amino)thiazole-5-carboxylic acid, EXAMPLE 149, (0.07 g, 0.188 mmol), morpholine (0.025 ml, 0.282 mmol), diisopropylethylamine (0.049 ml, 0.282 mmol), and (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (0.125 g, 0.282 mmol) to give 1-cyclopropyl-3-(trans-3-((5-(morpholine-4-carbonyl)thiazol-2-yl)amino)cyclobutyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one (0.025 g, 0.057 mmol, 30.1% yield). m/z: 442.0 (M+1); 1H NMR (400 MHz, DMSO-d6) δ: ppm 8.30 (d, J=5.67 Hz, 1 H), 7.81-8.10 (m, 2 H), 7.13 (s, 1 H), 5.13 (t, J=8.31 Hz, 1 H), 4.32 (d, J=4.50 Hz, 1 H), 3.77 (br. s., 2 H), 3.58 (br. s., 6 H), 3.12-3.27 (m, 2 H), 2.85-3.03 (m, 1 H), 2.28-2.46 (m, 2 H), 0.89-1.10 (m, 4 H).

Provenance & Evidence