HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1921832Generated: October 31, 2026
Morpholine → 4-(6-Nitropyridin-3-yl)morpholine
https://huagongshe.com/reaction/1921832
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Bromo-2-nitropyridine | HCID 817620 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(6-Nitropyridin-3-yl)morpholine | HCID 2927973 | 46.2% |
Reaction Steps
A mixture of 5-bromo-2-nitro-pyridine (5 g, 24.75 mmol), tetrabutyl ammonium iodide (0.46 g, 1.24 mmol), K2CO3 (3.76 g, 27.22 mmol) and morpholine (2.34 g, 27.22 mmol) in DMSO (50 mL) is stirred at 80° C. in a stem tube for 20 hours. The reaction mixture is diluted with ethyl acetate and filtered. The organic solution is washed with water, dried over MgSO4 and concentrated in vacuo. The residue is triturated with dichloromethane and hexane to afford the title compound as a solid (2.39 g, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08173656B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-8a953f44ab9a43dfa427e1c31f197fb8 |
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| Source note | uspto-grants-2012_05 |
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