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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1271035Generated: October 25, 2026

Morpholine → 5-(4-Chlorophenylethynyl)-2-diisopropylaminomethyleneamino-4-morpholinopyrimidine

https://huagongshe.com/reaction/1271035

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant4-Chloro-5-(4-chlorophenylethynyl)-2-diisopropylaminomethyleneaminopyrimidineHCID 73446449—
SolventAcetonitrileHCID 6342—
Product5-(4-Chlorophenylethynyl)-2-diisopropylaminomethyleneamino-4-morpholinopyrimidineHCID 68565588120.7%

Reaction Steps

A mixture of 0.46 g of 4-chloro-2-diisopropylaminomethyleneamino-5-(4-chlorophenylethynyl)-pyrimidine, 40 mL of acetonitrile and 0.41 g of morpholine was stirred at room temperature for 18 hours. The mixture was evaporated in vacuo and the residue partitioned between water and dichloromethane. The organic layer was washed once more with water, dried over sodium sulfate and filtered. The filtrate was loaded on a column of silica gel equilibrated in the same solvent. After elution of an unknown impurity, the product eluted as a yellow band. Additional material was obtained by a final elution with 1:1 dichloromethane and ethyl acetate. Like fractions of the two eluants were pooled and evaporated to give 0.63 g of a yellow oil, 5-(4-Chlorophenylethynyl)-2-diisopropylaminomethyleneamino-4-morpholinopyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07205297B2
Source datasetuspto-grants-2007_04
ORD IDord-070f0f7f8fc9418ebc13f579a877e26b
Source noteuspto-grants-2007_04