HCID 9888789, compound → HCID 9930458, compound

Participants

Reaction Steps

2-[(S)-1-phenylethylamino]-4-[5-(6-chloropyridazin-3-yl)-benzimidazol-1-yl]pyrimidine (24.0 mg) was dissolved in 2 mL ethanol and 2 mL THF. Added 10%Pd/C (23.0 mg), fitted the system with a balloon of hydrogen and purged 3 times, and the system was left stirring for 20 h at room temperature. No apparent progress at this point so 1-drop of glacial acetic acid was added and refitted with the balloon and purged. Stirred approximately 20 h longer then filtered off the catalyst, the solvent was removed and the residue purified by preparative thin layer chromatography (1:1 hexanes:acetone then another in 90:10 CH2Cl2:MeOH to yield 2.0 mg of the title compound. 1H NMR (500 MHz, CDCl3, partial): δ 9.20 (dd, J=1.5, 4.9 Hz, 1H); 8.54 (br s, IH); 8.44 (d, J=5.3 Hz, 1H); 8.42 (s, 1H); 8.23 (br s, 1H); 7.97 (dd, J=1.5, 8.5 Hz, 1H); 7.59 (dd, J=4.9, 8.6 Hz, 1H); 7.47 (d, J=7.3 Hz, 2H); 7.42 (t, J=7.5 Hz, 2H); 6.82 (d, J=5.3 Hz, 1H); 1.66 (d, J=6.9 Hz, 3H). Mass spectrum (ESI) 394.4 (M+1).

Provenance & Evidence