1-(5-Fluoro-2-methylphenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene → HCID 86632111, compound

HRID 504604Notes

Reaction equation

HRID 504604 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][CH:28]2[CH2:33][CH2:32][O:31][CH2:30][CH2:29]2)/[C:9]1=[O:34])=C)(C)(C)C.[F:35][C:36]1[CH:37]=[CH:38][C:39]([CH3:51])=[C:40]([CH:42]=[N:43][C:44]([O:46][Si](C)(C)C)=[CH2:45])[CH:41]=1>C1(C)C=CC=CC=1>[Cl:17][C:14]1[CH:15]=[C:16]2[NH:8][C:9](=[O:34])[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][CH:28]4[CH2:29][CH2:30][O:31][CH2:32][CH2:33]4)[CH2:45][C:44](=[O:46])[NH:43][CH:42]3[C:40]3[CH:41]=[C:36]([F:35])[CH:37]=[CH:38][C:39]=3[CH3:51])[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 86632109HCID 86632109, compound

Product 1

HCID 86632111HCID 86632111, compoundYield 33.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a manner similar to the method described in Example 10d, E/Z-1-(1-tert-butoxy-vinyl)-6-chloro-3-[5-chloro-2-(tetrahydro-pyran-4-ylmethoxy)-benzylidene]-1,3-dihydro-indol-2-one (2 g, 3.97 mmol) was reacted with 1-(5-fluoro-2-methyl-phenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene (20 mmol) in toluene to give the title compound as a white solid (770 mg).

Sources & evidence

ORD record
ord-47c587a99f37435faf15877e6c42b69e
Source dataset
uspto-grants-2010_08
Patent number
US07776875B2

Reaction notes

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