1-(5-Fluoro-2-methylphenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene → HCID 86632078, compound

HRID 504539Notes

Reaction equation

HRID 504539 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][C:28]#[N:29])/[C:9]1=[O:30])=O)(C)(C)C.[F:31][C:32]1[CH:33]=[CH:34][C:35]([CH3:47])=[C:36]([CH:38]=[N:39][C:40]([O:42][Si](C)(C)C)=[CH2:41])[CH:37]=1>C1(C)C=CC=CC=1>[Cl:17][C:14]1[CH:15]=[C:16]2[NH:8][C:9](=[O:30])[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][C:28]#[N:29])[CH2:41][C:40](=[O:42])[NH:39][CH:38]3[C:36]3[CH:37]=[C:32]([F:31])[CH:33]=[CH:34][C:35]=3[CH3:47])[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 86632077HCID 86632077, compound

Product 1

HCID 86632078HCID 86632078, compoundYield 1.7%

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-cyanomethoxy-benzylidene)-2-oxo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (5 g, 11 mmol) was reacted with 1-(5-fluoro-2-methyl-phenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene (44 mmol) in toluene to give the title compound as a white solid (100 mg).

Sources & evidence

ORD record
ord-1c2fa5bc5d304bb6a647b7180e15b64b
Source dataset
uspto-grants-2010_08
Patent number
US07776875B2

Reaction notes

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