Toluene → HCID 9801412, compound

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To a solution of 2-[(S)-1-phenylethylamino]-4-[benzimidazol-1-yl]-6-chloropyrimidine (30 mg) and 2-methylphenyboronic acid (18 mg) in 10:1 toluene:EtOH was added 1M Na2CO3 (0.215 mL) and Pd(PPh3)4 (5 mg). The resulting mixture was heated and maintained at reflux for 9 h, then cooled and filtered through MgSO4. The filtrate was concentrated under reduced pressure and purified by preparative thin layer chromatography (1:50 EtOAc:CH2Cl2) to give 17 mg of the title compound. 1H NMR (500 MHz, CDCl3): δ 8.58 (br s, 1H); 7.85-7.3 (m, 13H); 6.9 (s, 1H); 5.9 (br s, 1H); 5.25 (br s, 1H); 2.45 (br s, 3H); 1.7 (d, J=7.1 Hz, 3H). Mass spectrum (CI) 406.3 (M+1).

Provenance & Evidence