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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1932506Generated: November 1, 2026

Water → t-Butyl 4-[4-(5-nitropyridin-2-yloxy)benzyl]piperazine-1-carboxylate

https://huagongshe.com/reaction/1932506

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant2-(4-Chloromethylphenoxy)-5-nitropyridineHCID 68526143—
SolventDimethylformamideHCID 6228—
Productt-Butyl 4-[4-(5-nitropyridin-2-yloxy)benzyl]piperazine-1-carboxylateHCID 68526806—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 2-(4-chloromethylphenoxy)-5-nitropyridine (12.32 g, 47 mmol) in DMF (120 mL) were added triethylamine (19.4 mL, 140 mmol) and t-butyl piperazine-1-carboxylate (11.27 g, 61 mmol), and the resulting solution was stirred for 3 hours at 50° C. Water was added to the residue, and extracted with ethyl acetate. The ethyl acetate layer was washed with water and brine. The ethyl acetate layer was dried over anhydrous magnesium sulfate, and evaporated. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1), to thereby yield 11.26 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188277B2
Source datasetuspto-grants-2012_05
ORD IDord-c768ced0fb164bd78b416631432fbdaf
Source noteuspto-grants-2012_05