Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202649Generated: October 29, 2026

Morpholine → 4-(5-Bromopyridin-3-yl)morpholine

https://huagongshe.com/reaction/2202649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant3,5-DibromopyridineHCID 69369—
SolventTolueneHCID 1140—
Product4-(5-Bromopyridin-3-yl)morpholineHCID 4673961419.5%

Reaction Conditions

Temperature180 °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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365555B2
Source datasetuspto-grants-2016_06
ORD IDord-de51c1141a4e493ca5ab435cdefe3198
Source noteuspto-grants-2016_06