1-(5-Fluoro-2-methylphenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene → HCID 74928478, compound

HRID 504525Notes

Reaction equation

HRID 504525 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][CH2:28][NH:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])/[C:9]1=[O:37])=O)(C)(C)C.[F:38][C:39]1[CH:40]=[CH:41][C:42]([CH3:54])=[C:43]([CH:45]=[N:46][C:47]([O:49][Si](C)(C)C)=[CH2:48])[CH:44]=1>C1(C)C=CC=CC=1>[Cl:17][C:14]1[CH:15]=[C:16]2[NH:8][C:9](=[O:37])[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][CH2:28][NH:29][C:30]([O:32][C:33]([CH3:34])([CH3:36])[CH3:35])=[O:31])[CH2:48][C:47](=[O:49])[NH:46][CH:45]3[C:43]3[CH:44]=[C:39]([F:38])[CH:40]=[CH:41][C:42]=3[CH3:54])[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 86617598HCID 86617598, compound

Product 1

HCID 74928478HCID 74928478, compoundYield 9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a manner similar to the method described in Example 1e, E/Z-3-[2-(2-tert-butoxycarbonylamino-ethoxy)-5-chloro-benzylidene]-6-chloro-2-oxo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (8 g, 14.6 mmol) prepared in Example 32d was reacted with 1-(5-fluoro-2-methyl-phenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene (43.8 mmol) in toluene (22 mL) to give the title compound as a white solid (830 mg).

Sources & evidence

ORD record
ord-d5bb84db81d446a588e5a28d2be06447
Source dataset
uspto-grants-2010_08
Patent number
US07776875B2

Reaction notes

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