Sodium Carbonate → 2-(4-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenoxy)-N,N-dimethylethanamine

Participants

Reaction Steps

Using similar reaction conditions as described in step-ii of example-1, 5-bromo-3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (compound of step 1 of Example 14) (100 mg, 0.18 mmol) was coupled with N-(2-(2-(dimethylamino)ethoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methane sulfonamide (Intermediate 27) (229 mg, 0.596 mmol) in sodium carbonate (57 mg, 0.54 mmol) Pd(PPh3)2Cl2 (6 mg, 0.009 mmol), Toluene/ethanol/water (5/2.5/1 ml) to afford 52 mg (39.39% yield) of the titled compound after purification by preparative TLC (SiO2-eluted by 5% methanolic ammonia in DCM). MS: m/z=731.4 (M+1).

Provenance & Evidence