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

Participants

Reaction Steps

Using similar reaction conditions as described in step-ii of example-1, 5-bromo-3-(1-(3,5-difluorobenzyl)-1H-pyrazol-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (intermediate 63) (100 mg, 0.184 mmol) was coupled with tert-butyl 4-(2-(methylsulfonamido)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate (intermediate 69G) (106 mg, 0.22 mmol) using sodium carbonate (58 mg, 0.552 mmol) and Pd(PPh3)4 (10 mg, 0.009 mmol) in toluene/ethanol/water (2/2/1 ml). This afforded 60 mg (39.9% yield) after preparative TLC (Silicagel-1000 micron) using 40% ethyl acetate in hexane as eluent. MS: m/z=818.6 (M+1).

Provenance & Evidence