Triethylamine → HCID 59924876, compound

Participants

Reaction Steps

2-[(S)-1-(3-carboxyphenyl)ethylamino]-4-[benzimidazol-1-yl]pyrimidine (19.2 mg) was dissolved in CH2Cl2 (2 mL), then triethylamine (37 μL) was added followed by 5-aminoindole (19.0 mg), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (27.3 mg) and 4-dimethylaminopyridine (˜1 mg). The mixture was stirred at room temperature for 30 min then eluted on silica gel column (2-4%MeOH in CH2Cl2) then on one 250 μm silica gel plate (1:1 hexanes:acetone) to yield 3.7 mg of the title compound. 1H NMR (500 MHz, CDCl3,partial): δ 8.50 (br s, 1H); 8.40 (d, J=5.5 Hz, 1H); 8.22 (br s, 1H); 8.03 (s, 1H); 7.96 (br s, 1H); 7.87 (s, 1H); 7.64 (d, J=7.8 Hz, 1H); 7.51 (t, J=7.8 Hz, 1H); 7.25 (m, 1H); 6.81 (d, J=5.5 Hz, 1H); 6.56 (br s, 1H); 5.89 (br s, 1H); 5.29 (br s, 1H); 1.69 (d, J=6.9 Hz, 3H). Mass Spectrum (ESI): m/e 474.3 (M+1).

Provenance & Evidence