Sodium Carbonate → HCID 59726009, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-methyl-N-(1-methyl-1H-pyrazol-5-yl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (19, 143 mg, 0.42 mmol), 6-bromo-1-(2,2,2-trifluoroethoxy)phthalazine (20, 117 mg, 0.38 mmol), tetrakis(triphenylphosphine)palladium (22.0 mg, 0.019 mmol) in 2 mL of Dioxane and 0.5 mL of 2 N aqueous solution of Na2CO3 in a sealed glass tube was heated at 120° C. for 20 min in a Personal Chemistry microwave. The mixture was treated with 3 mL of 1 N NaOH and extracted with EtOAc (2×10 mL). The combined EtOAc layers were dried and concentrated. Purification of the residue on a 24 g ISCO column (eluted 75-100% EtOAc in Hexanes) provided the title compound 21 as an off-white solid. MS (ESI, pos. ion) m/z: 442.1 (M+1).

Provenance & Evidence