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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658936Generated: October 25, 2026

Phosphorus sulfide (P2S5) → 6-chloro-4'-[5-chloro-2-(1-methoxycarbonyl-cyclobutoxy)-phenyl]-2'-(5-fluoro-2-methyl-phenyl)-6'-thioxo spiro[3H-indole-3,3'-piperidine]-2(1H)-one

https://huagongshe.com/reaction/658936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus sulfide (P2S5)HCID 14817—
Reactant6-chloro-4'-[5-chloro-2-(1-methoxycarbonyl-cyclobutoxy)-phenyl]-2'-(5-fluoro-2-methyl-phenyl)-spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dioneHCID 76567912—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
Product6-chloro-4'-[5-chloro-2-(1-methoxycarbonyl-cyclobutoxy)-phenyl]-2'-(5-fluoro-2-methyl-phenyl)-6'-thioxo spiro[3H-indole-3,3'-piperidine]-2(1H)-oneHCID 7529340739.1%

Reaction Steps

A mixture of racemic (2′S, 3S, 4′R)-6-chloro-4′-[5-chloro-2-(1-methoxycarbonyl-cyclobutoxy)-phenyl]-2′-(5-fluoro-2-methyl-phenyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (30 mg, 0.05 mmol) and P2S5 (44 mg, 0.2 mmol) in THF (1 mL) was stirred at room temperature overnight, and then diluted with toluene (10 mL). The mixture was concentrated in vacuo and the residue was washed with DCM twice. The DCM solution was collected and purified by flash chromatography to give the title compound as white solid (12 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076482B2
Source datasetuspto-grants-2011_12
ORD IDord-871e4f5627ee4dada39afca1db4deb48
Source noteuspto-grants-2011_12