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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 579192Generated: October 25, 2026

Pyridine → 3-(2-Cyclohexyl-6-oxo-piperidin-1-yl)-5-phenyl-thiophene-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/579192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantDi-tert-butyl dicarbonateHCID 90495—
Reactant3-(4-Carboxy-1-cyclohexyl-butylamino)-5-phenyl-thiophene-2-carboxylic acid methyl esterHCID 66684832—
Solvent1,2-DioxaneHCID 138570—
Product3-(2-Cyclohexyl-6-oxo-piperidin-1-yl)-5-phenyl-thiophene-2-carboxylic acid methyl esterHCID 6668394639.3%

Reaction Conditions

Temperature65 °C

Reaction Steps

To a vial containing a solution of 3-(4-Carboxy-1-cyclohexyl-butylamino)-5-phenyl-thiophene-2-carboxylic acid methyl ester (40 mg, 0.096 mmol, 1.0 equiv) in 1,2-dioxane (1.0 mL) was added pyridine (3.8 mg, 0.048 mmol, 0.5 equiv) and Boc2O (25 mg, 0.166 mmol, 1.2 equiv). The vial was then sealed and heated at 65° C. for 18 hours. The solution was concentrated and the residue was purified by silica gel column chromatography, EtOAc/Heptane 5% to 100% to give product 15 mg (yield 39%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040690B2
Source datasetuspto-grants-2015_05
ORD IDord-d51df7bce6ca4f8bad3f9a5ca5bb7f2e
Source noteuspto-grants-2015_05