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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075571Generated: October 26, 2026

Morpholine → 4-((5-Bromopyridin-2-yl)methyl)morpholine

https://huagongshe.com/reaction/2075571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantThionyl ChlorideHCID 24386—
Reactant(5-Bromopyridin-2-yl)methanolHCID 5200169—
SolventChloroformHCID 6212—
SolventDichloromethaneHCID 6344—
Product4-((5-Bromopyridin-2-yl)methyl)morpholineHCID 1208528485%

Reaction Conditions

Temperature0 °C

Reaction Steps

Thionyl chloride (0.57 g, 5 mmol) in DCM (2 mL) was added dropwise to a stirred solution of (5-bromo-pyridin-2-yl)-methanol (0.3 g, 1.59 mmol) in DCM (5 mL) while cooling to 0° C. The mixture was allowed to warm to room temperature and, after 1 h, evaporated to low volume in vacuo. The residue was dissolved in CHCl3, and a solution of morpholine (0.41 g, 5 mmol) in CHCl3 was added at 0° C. After 3 h, the reaction was completed. The solvent was evaporated and addition of ether afforded the target compound (85%) as a white solid. Calculated mass=257. Observed mass=258

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919617B2
Source datasetuspto-grants-2011_04
ORD IDord-6cb48609454e42ac9f7a3efe1ba3d639
Source noteuspto-grants-2011_04