Hydrochloric Acid → HCID 178517068, compound

Participants

Reaction Steps

According to the method of A54C, oxindole (10 mg, 0.07 mmol) was reacted with (E)-4-(2-(pyridin-4-yl)vinyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carb-aldehyde (27 mg, 0.06 mmol) and then treated with HCl to give the title compound as a 3:1 mixture of E/Z isomers (4 mg, 28%). MS ESI [M+H]+, calcd for [C23H16N4O+H]+ 365.1; found m/z 365.2. E-isomer 1H NMR (400 MHz, DMSO-d6) δ 8.82-8.79 (m, 2H), 8.20-8.12 (m, 3H), 7.96 (s, 1H), 7.81-7.74 (m, 3H), 7.64 (s, 1H), 7.52 (d, 1H, J=8.1 Hz), 7.23 (t, 1H, J=7.8 Hz), 6.89 (d, 1H, J=8.0 Hz), 6.88-6.86 (m, 1H); Z-isomer 1H NMR (400 MHz, DMSO-d6) δ 8.97 (s, 1H), 8.67 (s, 1H), 8.60-8.58 (m, 2H), 8.27 (s, 1H), 8.01 (s, 1H), 7.91 (d, 1H, J=16.8 Hz), 7.77 (d, 1H, J=7.5 Hz), 7.74 (d, 2H, J=5.5 Hz), 7.49 (d, 1H, J=16 Hz), 7.23 (t, 1H, J=7.8 Hz), 7.02 (t, 1H, J=7.6 Hz), 6.86 (d, 1H, J=7.6 Hz).

Provenance & Evidence