Example 22
1-Benzyl-5-bromo-N-cyclopropyl-2-oxo-1,2-dihydropyridine-3-carboxamide (250 mg, 0.720 mmol), cobalt carbonyl (61.6 mg, 0.180 mmol), DMAP (176 mg, 1.440 mmol), palladium (II) acetate (8.08 mg, 0.036 mmol), cyclobutanamine (0.123 mL, 1.440 mmol) and xantphos (20.83 mg, 0.036 mmol) were added to a microwave vial. The vial was sealed and THF (3.3 mL) added and the reaction heated in a Biotage Initiator microwave at 80° C. for 40 min. The resulting mixture was diluted with water (20 mL) and extracted with ethyl acetate (20 mL). The organic layer was dried and concentrated under vacuum to give an orange residue. The residue was taken up in DCM and purified by Biotage Isolera SNAP 50 g silica flash chromatography using a gradient of 0-100% cyclohexane/ethyl acetate. The appropriate fractions were combined, concentrated under vacuum and purified by MDAP (High pH). The product containing fractions were combined and concentrated under vacuum to give the product (40 mg) as a white solid.
LCMS (2 min Formic): Rt=1.02 min, [MH]+=366.3.