Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384639Generated: October 26, 2026

Morpholine → 5-Chloro-4-morpholinopyridin-2-amine

https://huagongshe.com/reaction/384639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant4,5-Dichloropyridin-2-amineHCID 10773304—
SolventDimethylacetamideHCID 31374—
Product5-Chloro-4-morpholinopyridin-2-amineHCID 5961350888.3%

Reaction Conditions

Temperature200 °C

Reaction Steps

A mixture of 4,5-dichloropyridin-2-amine (300 mg, 1.84 mmol) and morpholine (480 mg, 5.52 mmol) in DMA (3.6 mL) was heated at 200° C. for 60 minutes by microwave irradiation. The mixture was purified by ion exchange chromatography on SCX-II acidic resin (2 g) eluting with methanol, then 2M ammonia-methanol. The basic fractions were combined and solvent was evaporated. Flash chromatography on silica, eluting with ethyl acetate-hexane (1:1) gave 5-chloro-4-morpholinopyridin-2-amine as a colourless solid (347 mg, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367658B2
Source datasetuspto-grants-2013_02
ORD IDord-8efb1946c2b04464a2ba6195faa05bf2
Source noteuspto-grants-2013_02