HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → 4-(5-Bromopyridin-3-yl)morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 3,5-Dibromopyridine | HCID 69369 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(5-Bromopyridin-3-yl)morpholine | HCID 46739614 | 19.5% |
Reaction Conditions
| Temperature | 180 °C |
|---|
Reaction Steps
To a solution of morpholine (3.67 g, 4.23 mmol), NMP (2 mL) and toluene (4 mL) was added 3,5-dibromopyridine (1.00 g, 4.20 mmol) and the mixture was heated under microwave conditions at 180° C. for 1 h. The solution was partitioned between DCM and water, the organic layer was washed with water, brine, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by column chromatography eluting with (EtOAc: PE=1:5). (200 mg, yield 19.5%) MS (ESI+) e/z: 243.0 [M+1]+ LCMS.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365555B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-de51c1141a4e493ca5ab435cdefe3198 |
| Source note | uspto-grants-2016_06 |