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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1411340Generated: November 1, 2026

Potassium Carbonate → (2S,5R)-4-(5-Methoxycarbonyl-pyridin-2-yl)-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1411340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(2S,5R)-1-Boc-2,5-dimethylpiperazineHCID 11745988—
ReactantMethyl 6-fluoropyridine-3-carboxylateHCID 13758765—
SolventDimethyl SulfoxideHCID 679—
Product(2S,5R)-4-(5-Methoxycarbonyl-pyridin-2-yl)-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl esterHCID 67495944—

Reaction Steps

A mixture of 6-fluoronicotinic acid methyl ester (200 mg, 1.29 mmol) and (2S,5R)-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester was heated at 120° C. in DMSO (2.0 mL) with potassium carbonate (178 mg, 1.29 mmol) for 2 h. The reaction mixture was partitioned between ethyl acetate (20.0 mL) and water (5.0 mL). The organic layer was washed with water (2×5.0 mL), dried over sodium sulfate, filtered and concentrated to give the title intermediate as a yellowish oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921372B2
Source datasetuspto-grants-2014_12
ORD IDord-f9776c08eeca44689b66ed6f1bf5da7a
Source noteuspto-grants-2014_12