5-Bromo-2-oxindole → HCID 178517022, compound

HRID 1615240Notes

Reaction equation

HRID 1615240 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][C:17]([CH:21]=O)=[CH:18][CH:19]=2)[CH:14]=[N:13]1>>[NH:12]1[C:20]2[C:15](=[CH:16][C:17](/[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:18][CH:19]=2)[CH:14]=[N:13]1

Participants

3

Reactant 2

HCID 6111935-Bromo-2-oxindoleHCID 212506441H-Indazole-5-carboxaldehyde

Product 1

HCID 178517022HCID 178517022, compoundYield 10.6%

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-5-carbaldehyde (30 mg, 0.208 mmol) to obtain the title compound (6.8 mg, 4.0%) as a yellow solid. 1H NMR (400 MHz, CD3OD) δ 8.19 (s, 1H), 8.17 (s, 1H), 7.95 (s, 1H), 7.77 (s, 1H), 7.76-7.68 (m, 2H), 7.38 (d, J=8.59 Hz, 1H), 6.87 (d, J=8.59 Hz, 1H); MS ESI 340.1 [M+H]+, calcd for [C16H10BrN3O+H]+ 340.01.

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-a005f086ae1f4e38a9c6be5e2647c7f6
Source dataset
uspto-grants-2014_07
Patent number
US08765748B2

Reaction notes

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