HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 4-(3-Bromo-5-nitropyridin-2-yl)morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Bromo-2-chloro-5-nitropyridine | HCID 230889 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-(3-Bromo-5-nitropyridin-2-yl)morpholine | HCID 46738880 | 95.1% |
Reaction Steps
Triethylamine (191 mg) and morpholine (120 mg) were added to a tetrahydrofuran (4 ml) solution containing 3-bromo-2-chloro-5-nitropyridine (300 mg), followed by stirring for 40 minutes. Water was added to the reaction solution, followed by extraction with ethyl acetate. The resultant was washed with saturated saline and dried over anhydrous sodium sulfate. Subsequently, the solvent was distilled away under reduced pressure, the obtained residue was purified by silica gel chromatography (chloroform:methanol=1:0 to 3:1), and a yellow solid of 4-(3-bromo-5-nitropyridin-2-yl)morpholine (346 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-e21247cac994433d9f21b8f05c8fbef6 |
| Source note | uspto-grants-2014_07 |