To a microwave vessel was added tert-butyl 4-(3-amino-4-carbamoyl-1H-pyrazol-1-yl)-4-(cyanomethyl)piperidine-1-carboxylate (Intermediate 47-1, 0.30 g, 0.86 mmol), KOAc (127 mg, 1.29 mmol), methyl (4-bromophenyl)acetate (237 mg, 1.03 mmol) and 2-propanol (4.3 mL). The mixture was degassed for 5 minutes by bubbling argon gas. Pd2(dba)3 (39 mg, 0.04 mmol) and 2-di-t-butylphosphino-3,4,5,6-tetramethyl-2′,4′,6′-tri-1-propylbiphenyl (83 mg, 0.17 mmol) were added, the vial was sealed and heated at 95° C. for 18 hours. The mixture was cooled to ambient temperature, then diluted with EtOAc and washed with H2O. The organic layer was separated, washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by MPLC on silica gel (using a gradient elution of 50-100% EtOAc/hexanes) to afford the title compound. 1H NMR (600 MHz, Acetone-d6): δ 9.17 (s, 1H), 8.45 (s, 1H), 7.52-7.55 (m, 2H), 7.17 (d, J=8.4 Hz, 2H), 7.14 (brs, 1H), 6.51 (brs, 1H), 3.80-3.90 (m, 2H), 3.60 (s, 3H), 3.53 (s, 2H), 3.15 (s, 2H), 3.00-3.18 (m, 2H), 2.52-2.60 (m, 2H), 2.04-2.12 (m, 2H), 1.42 (s, 9H).
