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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564157Generated: October 30, 2026

Potassium Carbonate → 1-(4-{2-[2-Oxo-4-(thiophen-2-ylmethoxy)-2H-pyridin-1-yl]-ethyl}-benzyl)-piperidine-4-carboxylic Acid Dimethylamide

https://huagongshe.com/reaction/564157

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-(Bromomethyl)thiopheneHCID 11829978—
Reactant1-{4-[2-(4-Hydroxy-2-oxo-2H-pyridin-1-yl)-ethyl]-benzyl}-piperidine-4-carboxylic Acid DimethylamideHCID 67007415—
SolventDimethylformamideHCID 6228—
Product1-(4-{2-[2-Oxo-4-(thiophen-2-ylmethoxy)-2H-pyridin-1-yl]-ethyl}-benzyl)-piperidine-4-carboxylic Acid DimethylamideHCID 58042853—

Reaction Steps

To 50 mg (0.13 mmol) 1-{4-[2-(4-hydroxy-2-oxo-2H-pyridin-1-yl)-ethyl]-benzyl}-piperidine-4-carboxylic acid dimethylamide (example 17.1a) in 2.0 mL DMF is added 130 μL (1 M solution in 1,4-dioxane, 0.13 mmol) 2-bromomethyl-thiophene and 45 mg (0.33 mmol) potassium carbonate at 0° C. The reaction mixture is stirred overnight at RT, filtered and the solvent is evaporated. The residue is dissolved in 2.5 mL of DMF and is purified via reverse HPLC chromatography (Waters symmetry, C18, 7 μm; water (0.15% formic acid)/acetonitrile 95:5 to 5:95).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067590B2
Source datasetuspto-grants-2011_11
ORD IDord-1885383fbead492abdbfcc71ab7f9ea1
Source noteuspto-grants-2011_11