HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2088469Generated: October 26, 2026
Potassium Carbonate → 2,6-Dimethyl-5-nitroquinoline
https://huagongshe.com/reaction/2088469
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Trimethylboroxine | HCID 574072 | — |
| Reactant | 2-Chloro-6-methyl-5-nitroquinoline | HCID 17989106 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2,6-Dimethyl-5-nitroquinoline | HCID 766565 | 61.4% |
Reaction Steps
To a solution of 2-chloro-6-methyl-5-nitro-quinoline (350 mg, 1.57 mmol) in dioxane (6.7 mL) and water (0.7 mL) were added K2CO3 (652 mg, 4.72 mmol), trimethylboroxine (0.22 mL, 1.57 mmol) and PdCl2(dppf) (129 mg, 0.157 mmol) under Ar. The mixture was heated at 105° C. overnight, then cooled and the resulting solid was collected by filtration, washed with ethyl acetate, and dried. Purification by flash column (hexane/ethyl acetate gradient) gave 2,6-dimethyl-5-nitro-quinoline (195 mg, 61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08435990B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-3eeba92cbac94ff5b6dcd2799c8dd6b2 |
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| Source note | uspto-grants-2013_05 |
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