Cesium carbonate → HCID 117652846, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of the compound from Step 1 (R)-tert-butyl 3-(N-(1-methyl-1H-pyrrolo[2,3-c]pyridin-7-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamido)piperidine-1-carboxylate (0.5 g, 0.89 mmol) in 1,4-dioxane (10 mL) was added ethyl 4-bromo-1-methyl-1H-pyrazole-5-carboxylate (0.21 g, 0.90 mmol), Pd(dppf)Cl2 (0.065 g, 0.089 mmol) and Cs2CO3 (0.58 g, 1.78 mmol). The reaction was heated 85° C. for 16 h. The reaction mixture was concentrated under reduced pressure. The resulting crude product was purified by silica gel chromatography eluting with a gradient of petroleum ether: EtOAc (5:1 to 0:1) to afford the title compound (0.45 g, 86%) as yellow solid.

Provenance & Evidence