5-Methoxyoxindole → HCID 178487100, compound

Participants

Reaction Steps

The title compound (53 mg, 67%) was synthesized as an orange red solid according to the method described for Example A67 (oil temp 75° C., reflux 90 min) using 5-methyoxyoxindole (32.6 mg, 0.2 mmol) and (E)-3-(2-(pyridin-3-yl)vinyl)-1H-indazole-6-carbaldehyde (49.8 mg, 0.2 mmol). 1H NMR indicated 4:1 mixture of E/Z isomers. 1H NMR (400 MHz, DMSO-d6) δ 13.50 (br. s, 1H, NH), 10.44 (s, 1H, NH), 8.91 (d, 1H), 8.48 (d, J=4.8 Hz, 1H), 8.36 (d, J=8.4 Hz, 1H), 8.20 (d, J=7.6 Hz, 1H), 7.92 (s, 1H), 7.79 (s, 1H), 7.73 (d, J=16.8 Hz, 1H), 7.59 (d, J=16.4 Hz, 1H), 7.54 (d, J=8.8 Hz, 1H), 7.43 (dd, J=8.0 Hz, 5.2 Hz, 1H), 7.19 (d, 1H), 6.86 (dd, J=8.4 Hz, 2.0 Hz, 1H), 6.81 (d, J=8.4 Hz, 1H), 3.78 (s, 3H); MS ESI 395.2 [M+H]+, calcd for [C24H18N4O2+H]+ 395.1.

Provenance & Evidence