Water → tert-Butyl 4-(4-[6-amino-5-[4-({[1-(2-fluoroethyl)-5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridin-3-yl]carbonyl}amino)phenyl]pyridin-3-yl]-1H-pyrazol-1-yl)piperidin-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

Water (0.5 ml), cesium carbonate (60 mg) and tetrakis(triphenylphosphine)palladium (16 mg) were added to a solution of the compound obtained in Step 1 of Example 43 (75 mg) and tert-butyl 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate (59 mg) in dimethoxyethane (4 ml). The mixture was stirred under microwave irradiation at 100° C. for 10 minutes. After leaving to cool, the reaction product was purified by silica gel column chromatography [chloroform:methanol=99:1->9:1 (v/v)]. Further, the resulting crude purified product was crystallized from ethyl acetate to give 120 mg of the title compound as a solid.

Provenance & Evidence