Diisopropylethylamine → HCID 136038646, compound

Participants

Reaction Conditions

Reaction Steps

C-(3-Chloro-pyrazin-2-yl)-C-(2-phenyl-quinolin-7-yl)-methylamine (2.0 g, 5.8 mmol) was dissolved in anhydrous THF (35.0 mL), followed by the addition of DIPEA (1.21 mL, 6.92 mmol) at rt. The dark brown solution was then charged with para-nitrophenyl chloroformate (1.28 g, 6.34 mmol) at rt, and warmed to 45° C. for 17 h. The crude reaction was concentrated in vacuo and dissolved with EtOAc and water. Yellow precipitate crashed out of solution and was filtered. The solid was washed with hexanes and dried under vacuum to yield the title compound as a yellow solid; MS (ES+): m/z 373.04 (100) [MH+], 375.00 (30) [MH+++]; HPLC: tR=3.15 min (OpenLynx, polar—5 min); 1HNMR (400 MHz, DMSO-d6) δ ppm 6.80-7.05 (m, 2H), 7.43-7.66 (m, 4H), 7.79 (dd, J=8.34, 1.77 Hz, 1H), 8.02-8.17 (m, 2H), 8.19-8.35 (m, 4H), 8.53 (d, J=8.59 Hz, 1H).

Provenance & Evidence