Sodium Carbonate → N-(2-(2-(benzyloxy)ethoxy)-5-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)methane sulfonamide

Participants

Reaction Steps

Using similar reaction conditions as described in step-ii of example-1, 5-bromo-3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (compound of step-i of example-14) (150 mg, 0.271 mmol) was coupled with N-(2-(2-(benzyloxy)ethoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide (intermediate 28) (242 mg, 0.542 mmol) in sodium carbonate (86 mg, 0.813 mmol) Pd(PPh3)2Cl2 (10 mg, 0.0135 mmol), Toluene/ethanol/water (5/2.5/1 ml) to afford 120 mg (55.8% yield) of the titled compound after purification by column (SiO2-eluted by 30% EA in hexanes). MS: m/z=794.1 (M+1).

Provenance & Evidence