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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | HCID 66837818 | HCID 66837818 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-((2-Ethyl-2H-indazol-5-yl)methyl)isoindoline-1,3-dione | HCID 66837891 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08829026B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-10f9c9dfa08640e3b6c601685102a34d |
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| Source note | uspto-grants-2014_09 |
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