1-(5-Fluoro-2-methylphenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene → HCID 74928717, compound

HRID 504598Notes

Reaction equation

HRID 504598 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]([CH3:30])=[O:29])/[C:9]1=[O:31])=O)(C)(C)C.[F:32][C:33]1[CH:34]=[CH:35][C:36]([CH3:48])=[C:37]([CH:39]=[N:40][C:41]([O:43][Si](C)(C)C)=[CH2:42])[CH:38]=1>C1(C)C=CC=CC=1>[Cl:17][C:14]1[CH:15]=[C:16]2[NH:8][C:9](=[O:31])[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]([CH3:30])=[O:29])[CH2:42][C:41](=[O:43])[NH:40][CH:39]3[C:37]3[CH:38]=[C:33]([F:32])[CH:34]=[CH:35][C:36]=3[CH3:48])[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 131728301HCID 131728301, compound

Product 1

HCID 74928717HCID 74928717, compoundYield 9.7%

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-methanesulfinylmethoxy-benzylidene)-2-oxo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (400 mg, 0.83 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 (45 mg).

Sources & evidence

ORD record
ord-77656b1688444564a4d079303530d9a5
Source dataset
uspto-grants-2010_08
Patent number
US07776875B2

Reaction notes

Loading…