1-(5-Fluoro-2-methylphenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene → HCID 72296194, compound

HRID 504606Notes

Reaction equation

HRID 504606 reaction equation
C(OC([N:8]1[C:16]2[C:11](=[CH:12][C:13]([F:18])=[C:14]([Cl:17])[CH:15]=2)/[C:10](=[CH:19]/[C:20]2[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:21]=2[O:27][C:28]([CH2:35][CH3:36])([C:31]([O:33][CH3:34])=[O:32])[CH2:29][CH3:30])/[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:19]([C:20]4[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:21]=4[O:27][C:28]([C:31]([O:33][CH3:34])=[O:32])([CH2:29][CH3:30])[CH2:35][CH3:36])[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][C:13]=1[F:18]

Participants

4

Reactant 2

HCID 701785041-(5-Fluoro-2-methylphenyl)-3-trimethylsilyoxy-2-aza-1,3-butadieneHCID 86632113HCID 86632113, compound

Product 1

HCID 72296194HCID 72296194, compoundYield 19%

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-(1-ethyl-1-methoxycarbonyl-propoxy)-benzylidene]-5-fluoro-2-oxo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (1.4 g, 2.5 mmol) was reacted with 1-(5-fluoro-2-methyl-phenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene (8 mmol) in toluene (8 mL) to give the title compound (300 mg).

Sources & evidence

ORD record
ord-e6a8b58181594d16b2310338040c3929
Source dataset
uspto-grants-2010_08
Patent number
US07776875B2

Reaction notes

Loading…