Oxindole → HCID 68756554, compound

HRID 1615317Notes

Reaction equation

HRID 1615317 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]1=[O:10].[N:11]1[CH:16]=[CH:15][N:14]=[CH:13][C:12]=1/[CH:17]=[CH:18]/[C:19]1[C:27]2[C:22](=[CH:23][C:24]([CH:28]=O)=[CH:25][CH:26]=2)[N:21]([CH2:30][O:31][CH2:32][CH2:33][Si:34]([CH3:37])([CH3:36])[CH3:35])[N:20]=1>>[N:11]1[CH:16]=[CH:15][N:14]=[CH:13][C:12]=1/[CH:17]=[CH:18]/[C:19]1[C:27]2[C:22](=[CH:23][C:24](/[CH:28]=[C:3]3/[C:2](=[O:10])[NH:1][C:9]4[C:4]/3=[CH:5][CH:6]=[CH:7][CH:8]=4)=[CH:25][CH:26]=2)[N:21]([CH2:30][O:31][CH2:32][CH2:33][Si:34]([CH3:37])([CH3:36])[CH3:35])[N:20]=1

Participants

3

Reactant 2

HCID 321710OxindoleHCID 86651976HCID 86651976, compound

Product 1

HCID 68756554HCID 68756554, compound

Procedure

The title compound was synthesized according to the method of Example A19, utilizing indolin-2-one (10.0 mg, 0.075 mmol) and (E)-3-(2-(pyrazin-2-yl)vinyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbaldehyde (28 mg, 0.074 mmol). The crude mixture was concentrated under reduced pressure and purified by prepTLC (SiO2 2% MeOH/DCM) to provide the title compound to as a yellow material (20 mg, 55%); MS ESI 496.3 [M+H]+, calcd for [C28H29N5O2Si+H]+ 496.6.

Workup

  1. customThe title compound was synthesized
  2. concentrationThe crude mixture was concentrated under reduced pressure
  3. custompurified by prepTLC (SiO2 2% MeOH/DCM)

Sources & evidence

ORD record
ord-9e83c8438f074bc894c9af9c369f0233
Source dataset
uspto-grants-2014_07
Patent number
US08765748B2

Reaction notes

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