HCID 5834244, compound → HCID 76568125, compound

HRID 1728106Notes

Reaction equation

HRID 1728106 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)/[CH:5]=[C:6]1\[C:7](=[O:15])[NH:8][C:9]2[C:14]\1=[CH:13][CH:12]=[CH:11][CH:10]=2.[F:19][C:20]1[CH:21]=[CH:22][C:23]([CH3:35])=[C:24]([CH:26]=[N:27][C:28]([O:30][Si](C)(C)C)=[CH2:29])[CH:25]=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]2[CH2:29][C:28](=[O:30])[NH:27][CH:26]([C:24]3[CH:25]=[C:20]([F:19])[CH:21]=[CH:22][C:23]=3[CH3:35])[C:6]32[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8][C:7]3=[O:15])[CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 5834244HCID 5834244, compoundHCID 701785041-(5-Fluoro-2-methylphenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene

Product 1

HCID 76568125HCID 76568125, compoundYield 15%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a manner similar to the method described in example 1c, E/Z-3-(3-chloro-benzylidene)-2-oxo-2,3-dihydro-indole (0.4 g, 1.10 mmol) prepared in example 169a was reacted with 1-(5-fluoro-2-methylphenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene prepared in example 36a, in toluene to give racemic (2′R,3R,4′S)-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione as a white solid (Yield 0.08 g, 15%).

Sources & evidence

ORD record
ord-87fb39c8dda3492a875ceb01f9ae67e0
Source dataset
uspto-grants-2009_02
Patent number
US07495007B2

Reaction notes

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