Sodium Carbonate → 5-Cyclopropyl-2-(4-fluoro-phenyl)-6-(methanesulfonyl-methyl-amino)-furo[2,3-b]pyridine-3-carboxylic acid methylamide

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To 2-(4-Fluoro-phenyl)-5-iodo-6-(methanesulfonyl-methyl-amino)-furo[2,3-b]pyridine-3-carboxylic acid methylamide (7 mg, 0.014 mmol), is added a premixed solution of SPhos (0.571 mg, 1.391 μmol), palladium acetate (0.125 mg, 0.556 μmol) in toluene (0.5 ml) andcyclopropylboronic acid (5.97 mg, 0.070 mmol) premixed with sodium carbonate (0.035 ml, 0.070 mmol). The reaction mixture is heated under microwave irradiation at 120° C. for 10 min. LCMS indicates predominant conversion to product. The toluene layer is transferred to a vial, and the aqueous layer is extracted with toluene and added to the vial. The toluene is removed in vacuo, and the residue is dissolved in DMF, filtered and purified by HPLC to afford 5-Cyclopropyl-2-(4-fluoro-phenyl)-6-(methanesulfonyl-methyl-amino)-furo[2,3-b]pyridine-3-carboxylic acid methylamide (3 mg, 7.19 μmol, 51.7% yield). MS (ESI) m/z 503.9 (M+1). 1H NMR (400 MHz, CD3CN) δ ppm 8.05-8.01 (m, 2H), 7.73 (s, 1H), 7.32-7.27 (m, 2H), 6.82 (br s, 1H), 3.30 (s, 3H), 3.23 (s, 3H), 2.92-2.90 (d, 3H), 2.43-2.38 (m, 1H), 1.12-1.07 (m, 2H), 0.84-0.80 (m, 2H)

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