Sodium Carbonate → tert-butyl 5-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl)-6-cyclopropyl-3-(1-(3,5-difluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

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Reaction Steps

Using similar reaction conditions as described in step-ii of example-1, tert-butyl 5-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl)-6-cyclopropyl-3-iodo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (intermediate 57) (120 mg, 0.186 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) (97.24 mg, 0.27 mmol) in sodium carbonate (59.1 mg, 0.483 mmol), Pd(PPh3)2Cl2 (6.5 mg, 0.009 mmol), 1,2-dimethoxyethane/water (15/2 ml) to afford 62 mg (45% yield) of titled compound. MS: m/z=739.2 (M+1).

Provenance & Evidence