HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404037Generated: October 30, 2026
Dichloromethane → Methyl 2-methyl-2-(6-(4-nitrophenyl)-1-oxoisoindolin-2-yl)propanoate
https://huagongshe.com/reaction/404037
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Nitrophenylboronic acid | HCID 2773552 | — |
| Reactant | Methyl 2-(6-bromo-1-oxoisoindolin-2-yl)-2-methylpropanoate | HCID 67306213 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2-methyl-2-(6-(4-nitrophenyl)-1-oxoisoindolin-2-yl)propanoate | HCID 67306803 | 95% |
Reaction Steps
The compound of example 338 (2.4 g, 0.0076 mol), (4-nitrophenyl)boronic acid (1.649 g, 0.0098 mol) and Pd(dppf)Cl2: CH2Cl2 (0.186 g, 0.00022 mol) were taken in DMF (60 mL) under an argon atmosphere. To this reaction mixture, 2M solution of Na2CO3 (2.33 g, 0.022 mol, 10.99 mL) was added and the reaction mixture was stirred at 80 to 85° C. for 1 to 1.5 h. After completion of the reaction, water was added to the reaction mixture and the product obtained was extracted with diethyl ether. The combined ether layers were washed with water and brine, dried over anhydrous Na2SO4. The solvent was evaporated and the product was purified by column chromatography (silica gel, 30% ethyl acetate in petroleum ether) to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08748426B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-2d33c35c8b764fd5a5cf80896b54970a |
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| Source note | uspto-grants-2014_06 |
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