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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 642166Generated: October 30, 2026

Trifluoroacetic acid → HCID 178517216, compound

https://huagongshe.com/reaction/642166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant5-IodoisatinHCID 88695—
Reactanttert-butyl 2-{4-[(1S)-1-benzyl-2-(benzyloxy)-2-oxoethoxy]benzoyl}hydrazinecarboxylateHCID 10184903—
SolventAcetic AcidHCID 176—
ProductHCID 178517216HCID 17851721676%

Reaction Conditions

Temperature100 °C

Reaction Steps

Following the general method as outlined in Example 1, into a suspension of 5-iodo-1H-indole-2,3-dione in acetic acid in the presence of 5% TFA was added tert-butyl 2-{4-[(1S)-1-benzyl-2-(benzyloxy)-2-oxoethoxy]benzoyl}hydrazinecarboxylate. After stirring at 100° C., the reaction mixture was cooled to rt and a yellow solid precipitated out. Filtration on a fritté, washing with AcOH, water and drying under vacuo at 60° C. for 15 hrs gave 164 mg of the title compound (76%) as a yellow solid in 98.8% purity by HPLC (MaxPlot detection between 230 and 400 nm).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696231B2
Source datasetuspto-grants-2010_04
ORD IDord-1e5f184865b343758e94355c33631c8c
Source noteuspto-grants-2010_04