HCID 71060717, compound → HCID 86718922, compound

Participants

Reaction Steps

Following a procedure analogous to that for the synthesis of Intermediate 223E, (E)-ethyl 2-(2-(4-(allyloxy)phenyl)hydrazono)acetate (64 mg, 0.26 mmol) and tert-butyl 4-(2-nitrohex-1-enyl)-3-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)benzoate (120 mg, 0.26 mmol) were converted to the title compound (114 mg, 67%) as a pale yellow oil. 1H NMR (CDCl3, 1:1 mixture of amide rotamers) δ 8.10 (dd, J=8, 2 Hz, 1H), 8.04-8.03 (m, 1H), 7.43-6.81 (m, 9H), 6.11-6.04 (m, 1H), 5.45-5.40 (m, 1H), 5.34-5.30 (m, 1H), 5.02-4.98 (m, 1H), 4.59-4.57 (m, 2H), 4.48-4.38 (m, 1H), 4.32-4.26 (m, 2H), 4.15-3.98 (m, 1H), 3.58-3.32 (m, 1H), 2.86-2.45 (m, 4H), 1.61 (s, 9H), 1.27 (t, J=8 Hz, 1.5H), 1.20 (t, J=8 Hz, 1.5H), 1.11-0.92 (m, 4H), 0.62-0.57 (m, 3H); MS(ESI+) m/z 664.4 (M+H)+.

Provenance & Evidence