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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 272884Generated: October 26, 2026

Potassium Carbonate → 4-{4-[4-(3-Pyrrolidin-1-ylpropoxy)phenyl]tetrahydropyran-4-ylmethyl}-morpholine

https://huagongshe.com/reaction/272884

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantBis(2-bromoethyl) etherHCID 21521—
Reactant(4-[4-(3-Pyrrolidin-1-ylpropoxy)phenyl]tetrahydropyran-4-yl}methylamineHCID 11645410—
SolventAcetonitrileHCID 6342—
Product4-{4-[4-(3-Pyrrolidin-1-ylpropoxy)phenyl]tetrahydropyran-4-ylmethyl}-morpholineHCID 1154555035.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred solution of {4-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]tetrahydropyran-4-yl}methylamine (207 mg, 0.65 mmol) and bis(2-bromoethyl)ether (82 μL, 1.3 mmol) in anhydrous acetonitrile (10 mL) was added potassium carbonate (180 mg, 1.3 mmol). The mixture was heated to 60° C. overnight then concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel eluting with DCM:MeOH (97:3) with 10% NH3 to give the title compound (90 mg, 23% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07456164B2
Source datasetuspto-grants-2008_11
ORD IDord-fb6aa859a8ba491d9c688a79143897d9
Source noteuspto-grants-2008_11