Sodium Carbonate → 5-bromo-3-(1-(4-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine

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Reaction Steps

Using similar reaction conditions as described in step-i of example-1,5-bromo-3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridine (Intermediate 1) (700 mg, 1.46 mmol) was coupled with 1-(4-fluorobenzyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (intermediate 7) (554 mg, 1.83 mmol) in sodium carbonate (466 mg, 4.4 mmol), bis(triphenylphosphine) palladium(ii)dichloride (51 mg, 0.073 mmol) and toluene/ethanol/water (20/8/2 ml) to afford 300 mg (38.9% yield) of the pure product after column purification using 20% ethyl acetate in hexane as eluent. MS: m/z=526.7 (M+1).

Provenance & Evidence