5-Bromo-2-oxindole → HCID 178517021, compound

HRID 1615243Notes

Reaction equation

HRID 1615243 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[CH2:5]2.[NH:12]1[C:20]2[C:15](=[CH:16][CH:17]=[C:18]([CH:21]=O)[CH:19]=2)[CH:14]=[N:13]1>>[NH:12]1[C:20]2[C:15](=[CH:16][CH:17]=[C:18](/[CH:21]=[C:5]3/[C:6](=[O:11])[NH:7][C:8]4[C:4]/3=[CH:3][C:2]([Br:1])=[CH:10][CH:9]=4)[CH:19]=2)[CH:14]=[N:13]1

Participants

3

Reactant 2

HCID 6111935-Bromo-2-oxindoleHCID 185383681H-Indazole-6-carbaldehyde

Product 1

HCID 178517021HCID 178517021, compound

Procedure

The title compound was synthesized according to the method described for Example A11B except substituting 5-bromooxindole (40 mg, 0.189 mmol) and 1H-indazole-6-carbaldehyde (30 mg, 0.208 mmol) to obtain 1.0 mg (1.6%) of a yellow solid. 1H NMR (400 MHz, CD3OD) δ 8.16 (s, 1H), 7.98-7.92 (m, 2H), 7.87 (s, 1H), 7.73 (s, 1H), 7.44 (d, J=8.34 Hz, 1H), 7.39 (d, J=8.59 Hz, 1H), 6.87 (d, J=8.34 Hz, 1H); MS ESI 340.1 [M+H]+, calcd for [C16H10BrN3O+H]+ 340.01.

Sources & evidence

ORD record
ord-a908f5c2c7a447b19a7839e4ddd3c734
Source dataset
uspto-grants-2014_07
Patent number
US08765748B2

Reaction notes

Loading…