Cesium carbonate → N-(6-{[(1R)-2-methyl-1-(trifluoromethyl)propyl]amino}-1-oxo-1,2-dihydrobenzo[c]-1,6-naphthyridin-9-yl)-2-morpholin-4-ylacetamide

Participants

Reaction Conditions

Reaction Steps

To a solution of 9-bromo-6-{[(1R)-2-methyl-1-(trifluoromethyl)propyl]amino}benzo[c]-1,6-naphthyridin-1(2H)-one (30 mg, 0.07 mmol) in dioxane (1 mL) were added cesium carbonate (83 mg, 0.25 mmol), 2-morpholin-4-ylacetamide (10 mg, 0.07 mmol), Xantphos, (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine), (8.3 mg, 0.01 mmol), and Pd2(dba)3 (6.63 mg, 7.24 μmol). The solution was degassed by bubbling nitrogen gas for 5 min and heated to 100° C. for 2 hr. The solution was filtered and purified using reverse phase chromatography 100% H2O to 100% MeCN. LRMS (ESI) calc'd for (C23H27F3N5O3) [M+H]+, 478.2; found 478.1.

Provenance & Evidence