Triethylamine → 5,6-Diphenyl-2-pyrazinamine

Participants

Reaction Steps

To a stirred solution of 2-Azido-5,6-diphenylpyrazine (45 mg, 0.17 mmol) in 50 mL EtOAc at room temperature was added triethylamine (100 μL) followed by Pearlman's Catalyst (50 mg). The suspension was put through a vacuum/purge cycle three times with hydrogen gas and then held under 1 atmosphere of hydrogen for 2 hours. The suspension was then filtered through GF/F filter paper with EtOAc and concentrated. The crude product was eluted through a Biotage 12S column with 1/1 EtOAc/hexane to give pure product, as a clear oil (25 mg, 59%). 1H-NMR (400 MHz, CDCl3) δ8.04 (s, 1H), 7.42-7.20 (m, 10H), 4.62 (br s, 2H)

Provenance & Evidence