Sodium Carbonate → HCID 20594031, compound

Participants

Reaction Steps

4-Bromo-2-(4-fluorophenyl)-1-(2-[1-(S)-phenylethyl]amino-4-pyrimidyl)imidazole (109 mg, 0.25 mmol), thiophene-3-boronic acid (35 mg; 0.27 mmol) and Pd(PPh3)4 (14 mg, 0.0125 mmol) are dissolved in dioxane (1.25 ml) and saturated Na2CO3 solution (0.33 ml, 0.5 mmol) and heated to 80 C for 18 h. The reaction mixture is poured on saturated Na2CO3 solution and extracted with ethyl acetate three times. The combined organic phases are dried over Na2SO4, filtered and evaporated and purified via preparative HPLC on LiChrospher RP-18 (Gilson HPLC-system; column tube: 125 mm×25 mm ID) with MeCN/water as elution system, 40:60 to 100:0 as gradient and a flow rate of 10 ml/min to yield the title product as colorless crystals (62 mg, 60%).

Provenance & Evidence