1,4-Dioxane → HCID 86658473, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 8-bromo-2-chloro-4-fluoro-5′H-spiro[chromeno[3,2-b]pyridine-10,4′-oxazol]-2′-amine (27.0 mg, 0.070 mmol), bis-(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(ii) (2.486 mg, 3.51 μmol), 2-fluoropyridine-3-boronic acid (10.8 mg, 0.077 mmol) and potassium phosphate (29.8 mg, 0.140 mmol) in a 2:1 mixture of dioxane and water (1.2 mL) was heated at 105° C. in the microwave for 35 min. The reaction mixture was purified by column chromatography (SiO2, CH2Cl2 to CH2Cl2/EA=2:1 to 1:1 to 3:4 to 1:2 to 1:3 to pure EA) to give 2-chloro-4-fluoro-8-(2-fluoropyridin-3-yl)-5′H-spiro[chromeno[3,2-b]pyridine-10,4′-oxazol]-2′-amine as an off white solid.

Provenance & Evidence