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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2384507Generated: October 26, 2026

Morpholine → 4-(6-Chloro-2-methylpyrimidin-4-yl)morpholine

https://huagongshe.com/reaction/2384507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant4,6-Dichloro-2-methylpyrimidineHCID 234997—
SolventDichloromethaneHCID 6344—
Product4-(6-Chloro-2-methylpyrimidin-4-yl)morpholineHCID 2024557188.7%

Reaction Conditions

Temperature-78 °C

Reaction Steps

The crude 2-methyl-4,6-dichloropyrimidine (41.8 g.; 256 mmol) was dissolved in dichloromethane (200 mL) and chilled to −78° C. in an inert atmosphere. Morpholine (48 g.; 550 mol) dissolved in dichloromethane (100 mL) was added slowly. The reaction was allowed to warm to room temperature while stirring overnight. The organic layer was washed with saturated ammonium chloride (2×100 mL), dried with sodium sulfate, and evaporated to give 2-methyl-4-chloro-6-morpholino-pyrimidine (48.5 g.; 227 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263764B2
Source datasetuspto-grants-2012_09
ORD IDord-9d487ed6ab2c4d818f6385bb0c2983bb
Source noteuspto-grants-2012_09