Potassium Carbonate → HCID 86725107, compound

Participants

Reaction Conditions

Reaction Steps

A brown mixture of 2-bromo-5-(3-(6-cyclopropylpyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-1,3,4-oxadiazole (48.4 mg, 0.090 mmol), 1H-pyrazol-3-ylboronic acid (J&W Pharmlab, LLC, Levittown, Pa.; 30.3 mg, 0.271 mmol), Pd(PPh3)4 (20.85 mg, 0.018 mmol), and potassium carbonate (37.4 mg, 0.271 mmol) in a mixture of dioxane (1.0 mL) and H2O (0.250 mL) was stirred under argon at 100° C. for 1.5 h. The mixture was cooled to RT, concentrated onto silica gel, and purified chromatographically (silica gel, 0-100% (10% MeOH-EtOAc)/Hex) to provide 2-(3-(6-cyclopropylpyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-5-(1H-pyrazol-5-yl)-1,3,4-oxadiazole (19.6 mg, 0.037 mmol, 42%) as a light-yellow solid: MS (ESI, pos. ion) m/z: 524.2 (M+1).

Provenance & Evidence