Sodium Carbonate → HCID 90030461, compound

Participants

Reaction Steps

Using the same reaction conditions as described in step-ii of example-1, tert-butyl 4-(6-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-3-yl)piperazine-1-carboxylate (Intermediate 66M) (1.0 g, 1.515 mmol) was coupled with 1-(3-fluorobenzyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (intermediate 11) (596 mg, 1.969 mmol) using sodium carbonate (402 mg, 3.787 mmol) and Pd(PPh3)2Cl2 (54 mg, 0.075 mmol) in toluene/ethanol/water (10/3/3 mL) to afford 800 mg (74.6% yield) of the titled compound after purification by column (Silica gel 60/120) using 1.5% methanol in DCM as eluent. MS: m/z=708.3 (M+1).

Provenance & Evidence