Sodium Carbonate → HCID 66995153, compound

Participants

Reaction Steps

A solution of Example 1B (0.500 g, 1.103 mmol) and 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.275 g, 1.324 mmol) in toluene (8 ml) and ethanol (8 ml) under argon was treated with an aqueous solution of sodium carbonate (0.292 g, 2.76 mmol) in water (2 ml). Added Pd(PPh3)4(0.217 g, 0.188 mmol) and the resulting heterogeneous mixture was refluxed at 80° C. for 2 hours, then stirred at room temperature for 18 hours. The reaction mixture was diluted with brine and extracted twice with ethyl acetate. The combined organics were dried with MgSO4, concentrated and the residue purified via silica gel chromatography eluting with 0.5% methanol in CH2Cl2 to afford the title compound.

Provenance & Evidence