Sodium Carbonate → tert-butyl 4-(4-(3-(1-(3,5-difluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazine-1-carboxylate

Participants

Reaction Steps

Using similar reaction conditions as described in step-ii of example-1, tert-butyl 4-(4-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazine-1-carboxylate (intermediate 41) (200 mg, 0.303 mmol) was coupled with 1-(3,5-difluorobenzyl)-3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (intermediate 24)(126 mg, 0.364 mmol) in sodium carbonate (96.3 mg, 0.909 mmol), Pd(PPh3)2Cl2 (10.63 mg, 0.015 mmol), toluene/ethanol/water (3/5/1 ml) to give 160 mg (72.7% yield) of titled compound. MS: m/z=753.1 (M+1).

Provenance & Evidence