Potassium Carbonate → HCID 59332628, compound

Participants

Reaction Conditions

Reaction Steps

5-bromo-3-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)methyl]-1H-indole-7-carboxamide (30 mg, 0.078 mmol), 3-furanylboronic acid (24.05 mg, 0.215 mmol, 2.76 eq), potassium carbonate (64.6 mg, 6 eq), PdCl2(dppf) (4.56 mg, 0.006 mmol, 0.08 eq), were dissolved in a mixture of 1,4-dioxane (2 mL) and water (1 mL) in a 2-5 mL biotage microwave reaction tube. The mixture was heated in a Biotage microwave at high absorption for 10 minutes at 120° C. The reaction mixture was filtered through a polypropylene cartridge (10 mL tube) on a Bohdan Miniblock in a reaction tube and was then concentrated and purified by Gilson HPLC with a water-acetonitrile with 0.1% TFA buffer. The desired product fractions were combined and concentrated in an EZ2 Genevac evaporator, giving 14.4 mg (44.7%) of the title compound.

Provenance & Evidence