Potassium Carbonate → HCID 86635032, compound

Participants

Reaction Steps

An oven dried flask charged with 52 mg (0.115 mmol) of tert-butyl [(7R,8R)-3-chloro-8-(2,4,5-trifluorophenyl)-6,7,8,9-tetrahydropyrido[3′,4′:4,5]imidazo[1,2-a]pyridine-7-yl]carbamate (Boc-protected intermediate of Example 5), 12 mg (0.14 mmol) of cyclopropylboronic acid, 64 mg (0.46 mmol) of potassium carbonate, 13 mg (0.0115 mmol) of tetrakis(triphenylphosphine)palladium(0) and 1.5 mL of dry dioxane was put under nitrogen and heated to reflux for 72 h. The reaction mixture was cooled to ambient temperature, filtered through a pad of Celite and the filter cake rinsed with 50 mL of ethyl acetate. The filtrate was evaporated in vacuo and the crude residue was purified directly by reverse phase HPLC(YMC Pro-C18 column, gradient elution, 5% to 90% acetonitrile/water with 0.1% TFA) to afford the title compound as a white foam. LC/MS 459.2 (M+1).

Provenance & Evidence