Potassium Carbonate → HCID 86712054, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 9,9-dimethyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N,N-di-p-tolyl-9H-fluoren-2-amine (Compound 33) (5.0 g, 9.7 mmol), 2-iodo-5-bromo-pyridine (8.26 g, 29.1 mmol), Pd(PPh3)4 (0.56 g, 0.48 mmol) and K2CO3 (5.36 g, 38.8 mmol) in dioxane/water (65 mL/13 mL) was degassed and heated at about 90° C. overnight. The resulting mixture was worked up with ethyl acetate and brine. The organic phase was dried over Na2SO4, loaded on silica gel, purified by flash column (hexanes/dichloromethane 5:1 to 1:3 to dichloromethane). The desired fraction was collected, concentrated and recrystallized in dichloromethane/hexanes to give a white solid (Compound 34) (4.085 g, in 77% yield).

Provenance & Evidence