Oxindole → HCID 68754821, compound

HRID 1615371Notes

Reaction equation

HRID 1615371 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].[O:11]1[CH2:16][CH2:15][N:14]([CH2:17][C:18]2[CH:44]=[CH:43][C:21](/[CH:22]=[CH:23]/[C:24]3[C:32]4[C:27](=[CH:28][C:29]([CH:33]=O)=[CH:30][CH:31]=4)[N:26]([CH2:35][O:36][CH2:37][CH2:38][Si:39]([CH3:42])([CH3:41])[CH3:40])[N:25]=3)=[CH:20][CH:19]=2)[CH2:13][CH2:12]1>>[O:11]1[CH2:16][CH2:15][N:14]([CH2:17][C:18]2[CH:19]=[CH:20][C:21]([CH:22]=[CH:23][C:24]3[C:32]4[C:27](=[CH:28][C:29](/[CH:33]=[C:3]5/[C:2](=[O:10])[NH:1][C:9]6[C:4]/5=[CH:5][CH:6]=[CH:7][CH:8]=6)=[CH:30][CH:31]=4)[N:26]([CH2:35][O:36][CH2:37][CH2:38][Si:39]([CH3:40])([CH3:42])[CH3:41])[N:25]=3)=[CH:43][CH:44]=2)[CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 321710OxindoleHCID 86651996HCID 86651996, compound

Product 1

HCID 68754821HCID 68754821, compound

Procedure

According to the method of A57B, oxindole (39 mg, 0.29 mmol) was reacted (E)-3-(4-(morpholinomethyl)styryl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbaldehyde (116 mg, 0.25 mmol) to give the title compound as a yellow solid upon silica gel purification (95:5 CH2Cl2/MeOH) (95 mg, 64%). MS ESI 593.5 [M+H]+, calcd for [C35H40N4O3Si+H]+ 593.3

Sources & evidence

ORD record
ord-20a158824c094f3fb8e64ea2259bdb90
Source dataset
uspto-grants-2014_07
Patent number
US08765748B2

Reaction notes

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