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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658905Generated: October 27, 2026

Water → 6-chloro-4'-[5-chloro-2-(1-hydroxycarbonyl-1-methyl-ethoxy)-phenyl]-2'-(5-fluoro-2-methyl-phenyl) spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione

https://huagongshe.com/reaction/658905

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant6-chloro-4'-[5-chloro-2-(1-ethoxycarbonyl-1-methyl-ethoxy)-phenyl]-2'-(5-fluoro-2-methyl phenyl) spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dioneHCID 76567881—
SolventMethanolHCID 887—
Product6-chloro-4'-[5-chloro-2-(1-hydroxycarbonyl-1-methyl-ethoxy)-phenyl]-2'-(5-fluoro-2-methyl-phenyl) spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dioneHCID 7656801587.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of chiral (2′S, 3S, 4′R)-6-chloro-4′-[5-chloro-2-(1-ethoxycarbonyl-1-methyl-ethoxy)-phenyl]-2′-(5-fluoro-2-methyl-phenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (4.8 g, 8.03 mmol), NaOH (1.6 g, 40 mmol), H2O (30 mL) and methanol (50 mL) was heated at 80° C. for 1 h. Then methanol was removed under reduced pressure and the aqueous solution was acidified by concentrated hydrochloride to “pH” 1-2. The white precipitate was collected by filtration and dried to give the title compound as a white solid (4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076482B2
Source datasetuspto-grants-2011_12
ORD IDord-4313d1ae9e944df0822238711470c440
Source noteuspto-grants-2011_12