Water → HCID 9886756, compound

Participants

Reaction Steps

A solution containing 27 mg of 2-[(S)-1-phenylethylamino]-4-[5-iodobenzimidazol-1-yl]pyrimidine, 22 mg phenyl boronic acid, 42 mg potasium carbonate, 0.7 mg Pd(PPh3)4, 1.5 mL of H2O and 1.5 mL n-propanol was refluxed under nitrogen for 2 hours. The solution was cooled to room temperature, added to 100 mL of ethyl acetate and washed with saturated NaHCO3 and brine. The organic phase was dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by MPLC eluting with methanol in methylene chloride to give 8.7 mg of the title compound. RF: 0.55 (5% MeOH in CH2Cl2). 1H NMR (300 MHz, 3:1 CD3OD/CDCl3): δ 1.62 (d, J=6.9 Hz, 3H), 5.17 (q, J=7.0 Hz, 1H), 1H), 7.05 (d, J=5.8 Hz, 1H), 7.2-7.65 (m, 12H), 7.89 (br s, 1H), 8.36 (br s, J=5.6 Hz, 1H), 8.8-8.95 (m, 1H). Mass Spectrum (CH3CN-TFA-NH4HCO2-ESI): 392.3 (M+1).

Provenance & Evidence