Sodium Carbonate → N-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxyphenyl) methane sulfonamide

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) (200 mg, 0.380 mmol) was coupled with N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide (Intermediate 17) (185 mg, 0.58 mmol) in sodium carbonate (121 mg, 1.14 mmol), Pd(PPh3)2Cl2 (26.6 mg, 0.038 mmol), toluene/ethanol/water (20/7/3 mL). This afforded 153 mg (62.4% yield) after purification by column (Silica gel 6/120) using 3% methanol in chloroform as eluent. MS: m/z=645.7 (M+1).

Provenance & Evidence