Water → 3-(1,1-Dioxidotetrahydro-2H-thiopyran-4-yl)-5-{5-[(methyloxy)methyl]-2-thienyl}-1H-indole-7-carboxamide

Participants

Reaction Conditions

Reaction Steps

2-Bromo-5-[(methyloxy)methyl]thiophene (35 mg, 0.16 mmol), 3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-7-carboxamide (55 mg, 0.13 mmol) and K2CO3 (83 mg, 0.14 mmol) was taken up in 1,4-dioxane (3 mL) and water (1.5 mL) in a microwave vial. The mixture was degassed by bubbling argon through it for 5 min. PdCl2(dppf) (17 mg, 0.023 mmol) was added, and the reaction was heated in a microwave for 5 min at 100° C. The reaction mixture was concentrated, diluted in DMSO, and purified on a Gilson HPLC(NH4OH buffer), giving 18.2 mg (43%) of the title compound.

Provenance & Evidence