Triethylamine → HCID 59924712, compound

Participants

Reaction Steps

2-[(S)-1-(3-carboxyphenyl)ethylamino]-4-[benzimidazol-1-yl]pyrimidine (15.5 mg) was dissolved in CH2Cl2 (2 mL), then triethylamine (30 μL) was added followed by (S)-1-phenylethylamine (17 μL), 1-(3-dimethylaminopropyl)-3-ethylcarbodimide hydrochloride (32.7 mg) and 4-dimethylaminopyridine (˜1 mg). The mixture was stirred at room temperature for 17 h then purified directly by silica gel column (60:40 hexanes:acetone) then on one 250 μm silica gel plate (90:10 CH2Cl2:MeOH) to yield 6.9 mg of the title compound. 1H NMR (500 MHz, CDCl3, partial): δ 8.48 (br s, 1H); 8.37 (d, J=5.5 Hz, 1H); 7.95 (s, 1H); 7.82 (d, J=7.5 Hz, 1H); 7.64 (d, J=7.8 Hz, 1H); 7.59 (d, J=7.5 Hz, 1H); 6.79 (d, J=5.5 Hz, 1H); 6.33 (d, J=7.8 Hz, 1H); 5.80 (br s, 1H); 5.36 (m, 1H); 5.24 (br s, 1H); 1.65 (d, J=6.9 Hz, 3H); 1.61 (d, J=6.9 Hz, 3H). Mass Spectrum (ESI): m/e 463.2 (M+1).

Provenance & Evidence