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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470751Generated: October 29, 2026

Potassium Carbonate → (S)-N-[1-(4-{1-[4-(Tetrahydro-2H-pyran-4-yloxy)-phenyl]-piperidin-4-yl}-phenyl)-ethyl]-acetamide

https://huagongshe.com/reaction/1470751

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromoethyl ethyl etherHCID 61141—
Reactant(S)-N-{1-(4-[1-(4-Hydroxyphenyl)-piperidin-4-yl]-phenyl}-ethyl)-acetamideHCID 67125424—
SolventAcetonitrileHCID 6342—
Product(S)-N-[1-(4-{1-[4-(Tetrahydro-2H-pyran-4-yloxy)-phenyl]-piperidin-4-yl}-phenyl)-ethyl]-acetamideHCID 67970857—

Reaction Conditions

Temperature90 °C

Reaction Steps

17 μL (0.15 mmol) 1-Bromo-2-ethoxy-ethane and 35 mg (0.25 mmol) K2CO3 are added to 34 mg (0.10 mmol) (S)-N-{1-(4-[1-(4-hydroxyphenyl)-piperidin-4-yl]-phenyl}-ethyl)-acetamide (compound 1.48) in 2 mL ACN. The mixture is stirred at 90° C. for 4 h followed by addition of 11 μL (0.10 mmol) 1-bromo-2-ethoxy-ethane. Stirring is continued at 90° C. over night. The solvent is removed in vacuo and the residue is purified using reversed phase HPLC (water/MeOH, 0.1% TFA) to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006450B2
Source datasetuspto-grants-2015_04
ORD IDord-eb6de40abcff4abea51245ce6849725d
Source noteuspto-grants-2015_04