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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052984Generated: November 1, 2026

Acetic Acid → 5-(3,5-Dimethylisoxazol-4-yl)-7-methoxyindoline-2,3-dione

https://huagongshe.com/reaction/1052984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrochloric AcidHCID 313—
Reactant5'-(3,5-Dimethylisoxazol-4-yl)-7'-methoxyspiro[[1,3]dioxolane-2,3'-indolin]-2'-oneHCID 117668103—
SolventEthyl AcetateHCID 8857—
Product5-(3,5-Dimethylisoxazol-4-yl)-7-methoxyindoline-2,3-dioneHCID 117668134—

Reaction Steps

A solution of compound 5′-(3,5-dimethylisoxazol-4-yl)-7′-methoxyspiro[[1,3]dioxolane-2,3′-indolin]-2′-one (57 mg, 0.18 mmol), acetic acid (1 mL), and hydrogen chloride solution (4 mL) was heated to 90° C. After 1.5 h, the mixture was cooled, EtOAc (20 mL) was added, washed with brine (15 mL×3), dried over Na2SO4, concentrated in vacuo to give the expected compound 5-(3,5-dimethylisoxazol-4-yl)-7-methoxyindoline-2,3-dione as a dark red solid (50 mg, crude, 102%). This material was used in the next step without further purification. MS (ESI) m/e [M+1]+ 273.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09393232B2
Source datasetuspto-grants-2016_07
ORD IDord-8495814ad5a24db6b702f3f6db0c631f
Source noteuspto-grants-2016_07