Triethylamine → HCID 59924681, compound

Participants

Reaction Steps

2-[(S)-1-(3-carboxyphenyl)ethylamino]-4-[benzimidazol-1-yl]pyrimidine (15.4 mg) was dissolved in CH2Cl2 (2 mL), then triethylamine (30 μL) was added followed by 4-aminomethylpyridine (14 μL), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (26.8 mg) and 4-dimethylaminopyridine (˜1 mg). The mixture was stirred at room temperature for 19 h then eluted directly on silica gel column (2-10%MeOH in CH2Cl2) to yield 8.9 mg of the title compound. 1H NMR (500 MHz, CDCl3,partial): δ 8.56 (m, 2H); 8.46 (br s, 1H); 8.39 (d, J=5.5 Hz, 1H); 7.96 (s, 1H); 7.81 (d, J=7.9 Hz, 1H); 7.71 (d, J=7.8 Hz, 1H); 7.63 (d, J=7.8 Hz, 1H); 7.47 (t, J=7.7 Hz, 1H); 7.24 (d, J=5.9 Hz, 1H); 6.79 (d, J=5.5 Hz, 1H); 6.64 (br s, 1H); 5.77 (br s, 1H); 5.5.24 (br s, 1H); 4.65 (m, 2H); 1.66 (d, J=7.1 Hz, 3H). Mass Spectrum (ESI): m/e 450.2 (M+1).

Provenance & Evidence