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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 73078Generated: October 28, 2026

Toluene → 2-((2-Ethyl-2H-indazol-5-yl)methyl)isoindoline-1,3-dione

https://huagongshe.com/reaction/73078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
ReactantDiethyl azodicarboxylateHCID 5462977—
ReactantHCID 66837818HCID 66837818—
SolventTetrahydrofuranHCID 8028—
Product2-((2-Ethyl-2H-indazol-5-yl)methyl)isoindoline-1,3-dioneHCID 66837891—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of (2-ethyl-2H-indazol-5-yl)methanol (step-2 of Example 13, 132 mg, 0.75 mmol) in THF (10 mL) was added triphenylphosphine (236 mg, 0.90 mmol) and phthalimide (132 mg, 0.90 mmol). The mixture was cooled to 0° C. Then, to the mixture was added 40% DEAD in toluene (0.30 mL, 0.75 mmol) and allowed to warm up to room temperature. The mixture was stirred at room temperature for 4 hrs. The reaction mixture was evaporated. The residual oil was purified by silica gel column chromatography (0-50% EtOAc in hexane) to give the titled compound as a mixture. The mixture was used next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829026B2
Source datasetuspto-grants-2014_09
ORD IDord-10f9c9dfa08640e3b6c601685102a34d
Source noteuspto-grants-2014_09