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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 417185Generated: October 29, 2026

Sodium Hydroxide → rac-4-{[(2'S,3'R,4'S,5'R)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carbonyl]-amino}-2-methoxy-benzoic acid

https://huagongshe.com/reaction/417185

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantrac-4-{[(2'S,3'R,4'S,5'R)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carbonyl]amino}-2-methoxy-benzoic acid methyl esterHCID 53237078—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Productrac-4-{[(2'S,3'R,4'S,5'R)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carbonyl]-amino}-2-methoxy-benzoic acidHCID 53237079—

Reaction Steps

In a manner similar to the method described in Example 6, rac-4-{[(2′S,3′R,4′S,5′R)-6-chloro-4′-(3-chloro-2-fluoro-phenyl)-2′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-5′-carbonyl]amino}-2-methoxy-benzoic acid methyl ester prepared in Example 15 (0.1 g, 0.16 mmol), was heated with aqueous NaOH in methanol and tetrahydrofuran at 78° C. to give rac-4-{[(2′S,3′R,4′S,5′R)-6-chloro-4′-(3-chloro-2-fluoro-phenyl)-2′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-5′-carbonyl]-amino}-2-methoxy-benzoic acid as a off white solid (Yield 0.075 g, 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088815B2
Source datasetuspto-grants-2012_01
ORD IDord-317e8e3f7ab84243aaafd51f32199068
Source noteuspto-grants-2012_01