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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2234989Generated: October 30, 2026

Benzyl Bromide → 1,1-Dimethylethyl 5-[cis-3,5-dimethyl-4-(phenyl methyl)-1-piperazinyl]-2-(methyloxy)-3-pyridinecarboxylate

https://huagongshe.com/reaction/2234989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant1,1-Dimethylethyl 5-[cis-3,5-dimethyl-1-piperazinyl]-2-(methyloxy)-3-pyridinecarboxylateHCID 58988148—
SolventDimethylformamideHCID 6228—
Product1,1-Dimethylethyl 5-[cis-3,5-dimethyl-4-(phenyl methyl)-1-piperazinyl]-2-(methyloxy)-3-pyridinecarboxylateHCID 58988136—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 1,1-dimethylethyl 5-[cis-3,5-dimethyl-1-piperazinyl]-2-(methyloxy)-3-pyridinecarboxylate (D24) (500 mg, 1.56 mmol), potassium carbonate (430 mg, 3.12 mmol) and benzyl bromide (266 mg, 1.56 mmol) in N,N-dimethylformamide (10 ml) was stirred at 80° C. for 4 hours. The reaction mixture was partitioned between ethyl acetate and water. The organic phase washed with water, dried and evaporated. Purification by flash chromatography eluting with 5-20% ethyl acetate in hexanes gave the title compound (D25). MS (ES+) m/e 412 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07713978B2
Source datasetuspto-grants-2010_05
ORD IDord-1e90daec7e784579a0de9945d44a2a72
Source noteuspto-grants-2010_05