Sodium Carbonate → HCID 90412802, compound

Participants

Reaction Steps

A mixture of Example 17E (565 mg, 1.682 mmol), (2-((tert-butoxycarbonyl)amino)-5-chloropyridin-4-yl)boronic acid (550 mg, 2.02 mmol), (PPh3)2PdCl2—CH2Cl2 adduct (70.9 mg, 0.10 mmol), tricyclohexylphosphine (28.3 mg, 0.10 mmol), Pd(dppf)2Cl2 (82 mg, 0.10 mmol), cesium carbonate (1.64 g, 5.05 mmol) and 1M Na2CO3 aqueous solution (5.05 mL, 5.05 mmol) in dioxane (18 mL) in a sealed tube was heated at 10° C. for 3 days. After cooling, the reaction mixture was diluted with ethyl acetate and washed with brine. The organic layer was concentrated and the residue was purified by reverse phase chromatography (C18 column), eluted with a gradient of 10%-70% acetonitrile in 0.1% TFA water solution to provide the title compound. LC/MS: 428 (M+H)+.

Provenance & Evidence