Triethylamine → HCID 89533483, compound

Participants

Reaction Steps

A mixture of 6-(2-Oxopiperazin-1-yl)-5,6,7,8-tetrahydronaphthalene-2-carbonitrile (26 mg, 0.089 mmol) and triethylamine (12.1 mg, 0.12 mmol) was dissolved in dichloroethane (10 ml) then (1-Oxo-1H-isochromen-6-yl) acetaldehyde (15 mg, 0.080 mmol) followed by sodium triacetoxyborohydride (51 mg, 0.24 mmol) was added. The reaction mixture was stirred at RT for 16 hrs. The reaction mixture was poured into water and extracted with DCM. The organic layer was washed with brine then dried over Na2SO4, filtered and concentrated. The compound was purified by preparative TLC plate to yield the title product. 1H-NMR (500 MHz, CDCl3) δ ppm 8.27 (d, J=8.1 Hz, 1H), 7.43 (s, 1H), 7.42 (d, J=8.5 Hz, 2H), 7.32 (d, J=5.7 Hz, 1H), 7.19 (d, J=7.8 Hz, 1H), 6.50 (d, J=5.8 Hz, 1H), 4.90 (b, 1H), 3.28-3.39 (m, 4H), 2.92-3.03 (m, 6H), 2.76-2.86 (m, 4H), 2.04 (b, 1H), 1.89-1.98 (m, 1H).

Provenance & Evidence