Oxindole → HCID 68753876, compound

HRID 1615312Notes

Reaction equation

HRID 1615312 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].[CH:11]1([C:14]2[C:22]3[C:17](=[CH:18][C:19]([CH:23]=O)=[CH:20][CH:21]=3)[N:16]([CH2:25][O:26][CH2:27][CH2:28][Si:29]([CH3:32])([CH3:31])[CH3:30])[N:15]=2)[CH2:13][CH2:12]1>>[CH:11]1([C:14]2[C:22]3[C:17](=[CH:18][C:19](/[CH:23]=[C:3]4/[C:2](=[O:10])[NH:1][C:9]5[C:4]/4=[CH:5][CH:6]=[CH:7][CH:8]=5)=[CH:20][CH:21]=3)[N:16]([CH2:25][O:26][CH2:27][CH2:28][Si:29]([CH3:30])([CH3:32])[CH3:31])[N:15]=2)[CH2:12][CH2:13]1

Participants

3

Reactant 2

HCID 321710OxindoleHCID 86651973HCID 86651973, compound

Product 1

HCID 68753876HCID 68753876, compoundYield 88%

Procedure

According to the method of Example A19, indolin-2-one (17 mg, 0.13 mmol) and 3-cyclopropyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbaldehyde (40 mg, 0.13 mmol) were reacted to obtain crude product. The crude mixture was purified by prepTLC (SiO2 2% MeOH in DCM) to provide the title compound as a yellow solid (48 mg, 88%). MS ESI 432.2 [M+H]+, calcd for [C25H29N3O2Si+H]+ 432.6.

Workup

  1. customwere reacted
  2. customto obtain crude product
  3. customThe crude mixture was purified by prepTLC (SiO2 2% MeOH in DCM)

Sources & evidence

ORD record
ord-d957732ff6444e27a02120fab79c0e8b
Source dataset
uspto-grants-2014_07
Patent number
US08765748B2

Reaction notes

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