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

Participants

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) (150 mg, 0.280 mmol) was coupled with tert-butyl 4-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amino)piperidine-1-carboxylate (Intermediate 68)(137 mg, 0.34 mmol) using sodium carbonate (79 mg, 0.75 mmol) and Pd(PPh3)2Cl2 (10 mg, 0.014 mmol) in DME/water (20/2 mL). This afforded 130 mg (63.4% yield) after purification by column (Silica gel 6/120) using 50% EtOAc/DCM as eluent. MS: m/z=720.8 (M+1).

Provenance & Evidence