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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120865Generated: October 31, 2026

Morpholine → 4-(4-(2-Bromo-pyridin-4-yl)-3-phenyl-isoxazol-5-ylmethyl)-morpholine

https://huagongshe.com/reaction/2120865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromo-4-(5-bromomethyl-3-phenyl-isoxazol-4-yl)-pyridineHCID 23435644—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
Product4-(4-(2-Bromo-pyridin-4-yl)-3-phenyl-isoxazol-5-ylmethyl)-morpholineHCID 2343564594.3%

Reaction Steps

A stirred solution of the above Compound 18a (484 mg, 1.22 mmol), morpholine (0.45 mL, 5.1 mmol) and K2CO3 (340 mg, 2.45 mmol) in anhydrous DMF (2 mL) was warmed to 40° C. for 18 h. The solution was poured into brine (10 ml), extracted with CH2Cl2 (3×15 mL), dried (MgSO4), and filtered. Flash chromatography (SiO2, 50% EtOAc-hexanes) provided the title compound (461 mg, 1.15 mmol, 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06693108B2
Source datasetuspto-grants-2004_02
ORD IDord-4076d29aaff544d8a92c0fd47cc264e1
Source noteuspto-grants-2004_02