Bromobenzene → HCID 86729370, compound

Participants

Reaction Conditions

Reaction Steps

To a microwave vessel was added tert-butyl 4-[3-amino-4-(methoxycarbonyl)-1H-pyrazol-1-yl]-4-(cyanomethyl)piperidine-1-carboxylate (0.400 g, 1.10 mmol), K3PO4 (467 mg, 2.20 mmol), bromobenzene (0.13 mL, 1.2 mmol), and dioxane (5.5 mL). The mixture was degassed by bubbling argon for 5 minutes. Pd2(dba)3 (50 mg, 0.05 mmol) and X-Phos (79 mg, 0.16 mmol) were added, and the vial was sealed and heated to 95° C. for 3 hours. The reaction was then cooled to ambient temperature, diluted with EtOAc, filtered through celite, and rinsed with EtOAc. The filtrate was concentrated in vacuo, and the residue was purified by MPLC on silica gel (using a gradient elution of 0-50% EtOAc/hexanes) to afford the title compound.

Provenance & Evidence