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

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Reaction Steps

Using similar reaction conditions as described in step-ii of example-1, tert-butyl 4-(3-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazine-1-carboxylate (intermediate 39) (200 mg, 0.308 mmol) was coupled with 1-(3-fluorobenzyl)-3-methyl-4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)-1H-pyrazole (intermediate 12) (244 mg, 0.772 mmol) in sodium carbonate (98 mg, 0.926 mmol), Pd(PPh3)2Cl2 (11 mg, 0.015 mmol), toluene/ethanol/water (3/3/3 ml). This afforded 130 g (59.6% yield) after purification by column (Silica gel 60/120) using 1.5% of methanol in chloroform as eluent. MS: m/z=710.3 (M+1).

Provenance & Evidence