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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1878539Generated: October 30, 2026

Morpholine → HCID 58531075, compound

https://huagongshe.com/reaction/1878539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 58531012HCID 58531012—
CatalystTris(dibenzylideneacetone) dipalladiumHCID 9832798—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 58531075HCID 5853107539%

Reaction Conditions

Temperature70 °C

Reaction Steps

There was dissolved, in toluene (2 mL), 2-(4-bromo-phenyl)-5-chloro-7-morpholin-4-yl-pyrazolo[1,5-a]pyrimidine (41.7 mg, 0.106 mM) in an argon gas atmosphere and then there were added, to the resulting solution, sodium t-butoxide (15.3 mg, 0.159 mM), tris(dibenzylidene acetone) di-palladium (4.9 mg, 0.0053 mM), 2-biphenyl-di-t-butyl phosphine (4.7 mg, 0.016 mM) and morpholine (13.9 μL, 0.159 mM), followed by the stirring of the resulting mixture at 70° C. for 3 hours and the further stirring of the same at 90° C. for one hour. This reaction liquid was diluted with water and then extracted with ethyl acetate. The extracts thus obtained were combined, they were dried over anhydrous sodium sulfate, the solvent was distilled off and the resulting residue was purified by the silica gel column chromatography (ethyl acetate/hexane=1:4) to thus give the title compound (15.6 mg, yield: 39%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314098B2
Source datasetuspto-grants-2012_11
ORD IDord-26e912d5dfea46468a37487870ab3803
Source noteuspto-grants-2012_11