1-(5-Fluoro-2-methylphenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene → HCID 131728299, compound

HRID 504596Notes

Reaction equation

HRID 504596 reaction equation
C(OC([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([Cl:17])[CH:15]=2)/[C:10](=[CH:18]/[C:19]2[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][C:20]=2[O:26][CH2:27][S:28]([CH3:31])(=[O:30])=[O:29])/[C:9]1=[O:32])=O)(C)(C)C.[F:33][C:34]1[CH:35]=[CH:36][C:37]([CH3:49])=[C:38]([CH:40]=[N:41][C:42]([O:44][Si](C)(C)C)=[CH2:43])[CH:39]=1>C1(C)C=CC=CC=1>[Cl:17][C:14]1[CH:15]=[C:16]2[NH:8][C:9](=[O:32])[C:10]3([CH:18]([C:19]4[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][C:20]=4[O:26][CH2:27][S:28]([CH3:31])(=[O:30])=[O:29])[CH2:43][C:42](=[O:44])[NH:41][CH:40]3[C:38]3[CH:39]=[C:34]([F:33])[CH:35]=[CH:36][C:37]=3[CH3:49])[C:11]2=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 701785041-(5-Fluoro-2-methylphenyl)-3-trimethylsilyoxy-2-aza-1,3-butadieneHCID 131728298HCID 131728298, compound

Product 1

HCID 131728299HCID 131728299, compoundYield 5.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a manner similar to the method described in Example 10d, E/Z-6-chloro-3-(5-chloro-2-methanesulfonylmethoxy-benzylidene)-2-oxo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (600 mg, 1.2 mmol) was reacted with 1-(5-fluoro-2-methyl-phenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene (5 mmol) in toluene to give the title compound as a white solid (40 mg).

Sources & evidence

ORD record
ord-92ea1491d8b04e329fb52d6f845b93ba
Source dataset
uspto-grants-2010_08
Patent number
US07776875B2

Reaction notes

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