HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620103Generated: October 25, 2026
Morpholine → 2-Methoxy-3-morpholino-5-nitropyridine
https://huagongshe.com/reaction/1620103
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 3-Bromo-2-methoxy-5-nitropyridine | HCID 21584451 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-Methoxy-3-morpholino-5-nitropyridine | HCID 68027925 | — |
Reaction Steps
Morpholine (54 μl), cesium carbonate (336 mg), Pd2(dba)3 (57 mg), and Xantphos (72 mg) were added to a 1,4-dioxane (3 ml) solution containing 3-bromo-2-methoxy-5-nitropyridine (96 mg) in a nitrogen atmosphere, followed by stirring at 100° C. for 10 hours. The reaction solution was adjusted to room temperature, and water was added, followed by extraction with ethyl acetate. The resultant was washed with saturated saline and dried over anhydrous sodium sulfate, and the solvent was distilled away under reduced pressure. The obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=4:1 to 2:1), and a yellow solid of 2-methoxy-3-morpholino-5-nitropyridine (54 mg) was thus obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08772320B2 |
|---|
| Source dataset | uspto-grants-2014_07 |
|---|
| ORD ID | ord-f27689bc3ad54f79a56637174f7502b7 |
|---|
| Source note | uspto-grants-2014_07 |
|---|
