Sodium Carbonate → 5-bromo-1-tosyl-3-(1-(3-(trifluoromethyl)benzyl)-1H-pyrazol-4-yl)-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) (300 mg, 0.629 mmol) was coupled with 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(3-(trifluoromethyl)benzyl)-1H-pyrazole (Intermediate 4) (310 mg, 0.88 mmol) in sodium carbonate (200 mg, 1.88 mmol), bis(triphenyl phosphine)palladium(ii) dichloride (22 mg, 0.0314 mmol) and toluene/ethanol/water (30/10/2.5 ml) to afford 167 mg (46.2% yield) of the pure product after column purification using 30% ethyl acetate in hexane as eluent. MS: m/z=577.00 (M+2).

Provenance & Evidence