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

Participants

Reaction Steps

Using similar reaction conditions as described in step-i of example-1, tert-butyl 4-(3-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenoxy)piperidine-1-carboxylate (intermediate 13) (150 mg, 0.222 mmol) was coupled with 1-phenethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (intermediate 59) (100 mg, 0.334 mmol) using Pd(PPh3)2Cl2 (8 mg, 0.011 mmol) and sodium carbonate (59 mg, 0.557 mmol) in toluene/ethanol/water (4/1/1 ml) to afford 120 mg (75.0% yield) of the titled compound after column purification using 1% methanol in DCM as eluent. MS: m/z=718.4 (M+1).

Provenance & Evidence