5-Bromo-2-oxindole → HCID 178517019, compound

Participants

Reaction Steps

The title compound (E:Z=1:4, 73 mg, 83%) was synthesized as a dark yellow solid according to the method described for Example A67 (oil temp 75° C., reflux 2 h) using 5-bromoindolin-2-one (44.5 mg, 0.21 mmol) and (E)-3-(2-(pyridin-3-yl)vinyl)-1H-indazole-6-carbaldehyde (49.8 mg, 0.2 mmol). 1H NMR (400 MHz, DMSO-d6): δ 13.60 (s, 1H), 10.84 (s, 1H), 8.99 (s, 1H), 8.91 (s, 1H), 8.48 (d, J=4.4 Hz, 1H), 8.30 (d, J=8.4 Hz, 1H), 8.19 (d, J=8.0 Hz, 1H), 8.16-8.10 (m, 3H), 8.04 (s, 1H), 7.71 (d, J=16.8 Hz, 1H), 7.59 (d, J=17.2 Hz, 1H), 7.43 (dd, J=7.6 Hz, J=4.8 Hz, 1H), 7.39 (dd, J=8.0 Hz, J=1.2 Hz, 1H); MS ESI 443.3 [M+H]+, calcd for [C23H15BrN4O+H]+ 443.1.

Provenance & Evidence