1,4-Dioxane → HCID 58466244, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-chloro-4-fluoro-8-(2-fluoropyridin-3-yl)-5′H-spiro[chromeno[3,2-b]pyridine-10,4′-oxazol]-2′-amine (19.00 mg, 0.047 mmol), 2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (24.90 mg, 0.119 mmol), bis-(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(ii) (1.678 mg, 2.370 μmol) and potassium phosphate (22.14 mg, 0.104 mmol) in a 2:1 mixture of dioxane and water (1.5 mL was heated at 135° C. in the microwave for 25 minutes. The reaction mixture was purified by column chromatography (SiO2, CH2Cl2 to CH2Cl2/EA=3:1 to 2:1 to 1:1 to pure EA to EA/MeOH=100:5) to give 2-(3,6-dihydro-2H-pyran-4-yl)-4-fluoro-8-(2-fluoropyridin-3-yl)-5′H-spiro[chromeno[3,2-b]pyridine-10,4′-oxazol]-2′-amine as a off white solid.

Provenance & Evidence