Hydrochloric Acid → HCID 178517049, compound

Participants

Reaction Steps

According to the method of A57C, (E)-3-((3-(4-(morpholinomethyl)styryl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazol-6-yl)methylene)indolin-2-one (95 mg, 0.16 mmol) was treated with boron trifluoride etherate, followed by 2 N HCl to give the title compound as an orange solid (33 mg, 42%). 1H NMR (400 MHz, CD3OD) δ 8.21 (d, J=8.4 Hz, 1H), 7.85 (d, J=6.0 Hz), 7.78 (d, J=8.2 Hz, 2H), 7.66 (d, J=7.6 Hz, 1H), 7.53-7.58 (m, 5H), 7.24 (t, J=7.7 Hz, 1H), 6.93 (d, J=7.6 Hz, 1H), 6.87 (td, J=6.7 Hz, 0.9 Hz, 1H), 4.39 (s, 2H), 4.05-4.09 (m, 2H), 3.72-3.78 (m, 2H), 3.40-3.43 (m, 2H), 3.21-3.26 (m, 2H); MS ESI 463.3 [M+H]+, calcd for [C29H26N4O2+H]+ 463.2.

Provenance & Evidence