(1,1'-Biphenyl)-2-ol → 2-[1,2,4]Triazolo[1,5-a]pyridin-6-yl-malonic acid diethyl ester

Participants

Reaction Conditions

Reaction Steps

Diethyl malonate (400 μL) was added to a mixture of 6-iodo-[1,2,4]triazolo[1,5-α]pyridine (245 mg, 1 mmol), copper iodide (19 mg, 0.1 mmol), biphenyl-2-ol (34 mg, 0.2 mmol), and Cs2CO3 in THF (5 mL). The hetereogeneous solution was stirred for 16 h at 70° C. After cooling, the mixture was partitioned between chloroform (40 mL) and aq NH4Cl (20 mL). The organic layer was washed with NH4Cl (3×15 mL), NaHCO3 (20 mL), and brine (20 mL) then was dried over Na2SO4. Concentration of the solution followed by SiO2 flash chromatography purification yielded the product (170 mg, 61%) as a colorless glass.

Provenance & Evidence