Sodium Carbonate → tert-butyl 4-(2-fluoro-4-(3-(1-(3-fluorobenzyl)-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, 5-bromo-3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (compound of Step-i of example 9) (160 g, 0.304 mmol) was coupled with tert-butyl 4-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate (intermediate 69) (216 mg, 0.530 mmol) using sodium carbonate (97 mg, 0.912 mmol) and Pd(PPh3)2Cl2 (11 mg, 0.015 mmol) in DME/water (5/2 mL). This afforded 150 mg (68.10% yield) after purification by column (Silica gel 60/120) using 25% ethyl acetate in hexane as eluent. MS: m/z=725.3 (M+1).

Provenance & Evidence