Water → 5-(1-(6-Fluoroquinazolin-2-YL)piperidin-4-YL)-7,7-dimethyl-5H-pyrrolo[2,3-B]pyrazin-6(7H)-one

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Reaction Conditions

Reaction Steps

A mixture of 7,7-dimethyl-5-(piperidin-4-yl)-5H-pyrrolo[2,3-b]pyrazin-6(7H)-one hydrochloride (Intermediate 78) (0.088 g, 0.311 mmol), 2-chloro-6-fluoroquinazoline (0.063 g, 0.342 mmol), and potassium carbonate (0.129 g, 0.934 mmol) in DMSO (3 mL) was heated at 110° C. overnight. The mixture was cooled, H2O was added, and the solid was collected, dried, and purified by ISCO (40% EtOAc/Hexanes) to give the title compound (43 mg, 35%). MS (M+1): 393. 1H NMR (400 MHz, DMSO-d6) δ ppm 9.23 (1 H, s), 8.08 (1 H, d, J=3.1 Hz), 8.12 (1 H, d, J=3.1 Hz), 7.62-7.74 (2 H, m), 7.46-7.62 (1 H, m), 5.00 (2 H, d, J=13.5 Hz), 4.47-4.67 (1 H, m), 2.97-3.14 (2 H, m), 2.36-2.48 (2 H, m), 1.80 (2 H, d, J=9.6 Hz), 1.32 (6 H, s).

Provenance & Evidence