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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656959Generated: October 26, 2026

Potassium Carbonate → 1,1-Dimethylethyl [1-(2-{[6-(methyloxy)-3-nitro-2-pyridinyl]amino}ethyl)-4-piperidinyl]carbamate

https://huagongshe.com/reaction/656959

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-6-methoxy-3-nitropyridineHCID 2795029—
Reactant1,1-Dimethylethyl N-[1-(2-aminoethyl)-4-piperidinyl]carbamateHCID 23562647—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
Product1,1-Dimethylethyl [1-(2-{[6-(methyloxy)-3-nitro-2-pyridinyl]amino}ethyl)-4-piperidinyl]carbamateHCID 86635327—

Reaction Conditions

Temperature40 °C

Reaction Steps

A mixture of 2-chloro-6-(methyloxy)-3-nitropyridine (1.9 g, 10 mmol), 1,1-dimethylethyl [1-(2-aminoethyl)-4-piperidinyl]carbamate (2.43 g, 10 mmol) and potassium carbonate (1.4 g, 10 mmol) in acetonitrile (35 ml) and DMF (10 ml) was heated at 40° C. for 30 minutes. The mixture was filtered, washing with acetonitrile, and evaporated. The residue was dissolved in the minimum volume of DCM (15 ml) and washed with water (1 ml). The organic extract was added to a silica column which was then eluted with 0-100% ethyl acetate in hexane affording a yellow solid (3.1 g, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071592B2
Source datasetuspto-grants-2011_12
ORD IDord-4336fff4f65f4f8da1afcf7bcc85738e
Source noteuspto-grants-2011_12