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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1728088Generated: October 31, 2026

1-(5-Fluoro-2-methylphenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene → racemic (2'R,3R,4'S)-6-chloro-4'-(2,2-dimethylpropyl)-2'-(5-fluoro-2-methyl phenyl)-spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione

https://huagongshe.com/reaction/1728088

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(5-Fluoro-2-methylphenyl)-3-trimethylsilyoxy-2-aza-1,3-butadieneHCID 70178504—
ReactantZ-6-chloro-3-(3,3-dimethyl-butylidene)-1,3-dihydro-indol-2-oneHCID 86615083—
Productracemic (2'R,3R,4'S)-6-chloro-4'-(2,2-dimethylpropyl)-2'-(5-fluoro-2-methyl phenyl)-spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dioneHCID 76568127—

Reaction Steps

In a manner similar to the method described in example 1c, E/Z-6-Chloro-3-(3,3-dimethyl-butylidene)-1,3-dihydro-indol-2-one (0.2 g, 0.80 mmol) prepared in example 1a was reacted with 1-(5-fluoro-2-methyl-phenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene prepared in example 36a to give racemic (2′R,3R,4′S)-6-chloro-4′-(2,2-dimethylpropyl)-2′-(5-fluoro-2-methyl phenyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione as an white solid (7 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495007B2
Source datasetuspto-grants-2009_02
ORD IDord-3fcf788d09a14b98baf842115c889ff8
Source noteuspto-grants-2009_02