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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 852997Generated: October 29, 2026

Morpholine → 4-(6-Bromoquinolin-4-yl)morpholine

https://huagongshe.com/reaction/852997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant6-Bromo-4-chloroquinolineHCID 5139537—
SolventWaterHCID 962—
Product4-(6-Bromoquinolin-4-yl)morpholineHCID 2203140887.8%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 6-bromo-4-chloro-quinoline (1.0 g, 4.12 mmol) and morpholine (9.98 g, 114.6 mmol) was heated to 150° C. in a sealed tube and stirred for 2 days. Then, the brown suspension was diluted with water and extracted with ethyl acetate (3×50 mL). The combined extracts were washed with brine solution and dried over anhydrous magnesium sulfate. After filtration of the drying agent, the filtrate was removed under the vacuum and the residue was purified by using a Biotage silica gel column chromatography to afford 1.06 g (87.7% yield) of 6-bromo-4-morpholin-4-yl-quinoline as a light brown solid: EI-LRMS m/e calcd for C13H13BrN2O (M+) 293.1, found 293.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253285B2
Source datasetuspto-grants-2007_08
ORD IDord-bbe1315103df41668b4e4bae734f5288
Source noteuspto-grants-2007_08