5-Chlorooxindole → HCID 178517158, compound

Participants

Reaction Steps

According to the procedure for the synthesis of 3-((3-(pyridin-3-yl)-1H-indazol-6-yl)methylene)indolin-2-one, except substituting 5-chlorooxindole (5.3 mg, 0.031 mmol) the title compound was prepared as a yellow solid (6.5 mg, 54%). A mixture of (E)- and (Z)-isomers (68:32 by NMR) was obtained. 1H NMR (400 MHz, d6-DMSO) δ 13.77 (br s, 1H), 10.80 (br s, 1H), 9.24 (d, J=1.5 Hz, 1H), 8.63 (dd, J=4.8, 1.8 Hz, 1H), 8.41 (dt, J=7.8, 1.8 Hz, 1H), 8.28 (d, J=8.5 Hz, 1H), 8.21-8.16 (m, 1H), 7.98 (s, 1H), 7.89 (s, 1H), 7.57 (t, J=4.5, 1H), 7.55-7.52 (m, 1H), 7.31 (dd, J=8.3, 2.3 Hz, 1H), 6.91 (d, J=8.3 Hz, 1H); MS ESI 373.1 [M+H]+, calcd for [C21H13ClN4O+H]+ 373.08.

Provenance & Evidence