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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 883670Generated: October 31, 2026

Trifluoroacetic acid → [5-chloro-1'-[(5-methyl-3-phenylisoxazol-4-yl)methyl]-2,2'-dioxospiro[indole-3,3'-pyrrolidin]-1(2H)-yl]acetic acid

https://huagongshe.com/reaction/883670

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-butyl [5-chloro-1'-[(5-methyl-3-phenylisoxazol-4-yl)methyl]-2,2'-dioxospiro[indole-3,3'-pyrrolidin]-1(2H)-yl]acetateHCID 24827318—
SolventDichloromethaneHCID 6344—
Product[5-chloro-1'-[(5-methyl-3-phenylisoxazol-4-yl)methyl]-2,2'-dioxospiro[indole-3,3'-pyrrolidin]-1(2H)-yl]acetic acidHCID 2477629991%

Reaction Steps

An ice-cold solution of tert-butyl [5-chloro-1′-[(5-methyl-3-phenylisoxazol-4-yl)methyl]-2,2′-dioxospiro[indole-3,3′-pyrrolidin]-1(2H)-yl]acetate, intermediate 42 (80.00 mg; 0.15 mmol) in DCM (8.00 ml) was treated with trifluoroacetic acid (2.00 ml). After stirring at room temperature for 5 h, the solvents were removed in vacuo. Toluene was added twice and removed in vacuo to give the titla compound as a white solid in 91% yield (96.3% purity by HPLC). MS (ESI+): 466.3; MS (ESI−): 464.4

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08236963B2
Source datasetuspto-grants-2012_08
ORD IDord-001d21c3cfdf48d7b74f64f059e88d20
Source noteuspto-grants-2012_08