Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592516Generated: October 31, 2026

Water → Tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate

https://huagongshe.com/reaction/592516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant5-Bromo-2-nitropyridineHCID 817620—
SolventDimethyl SulfoxideHCID 679—
ProductTert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylateHCID 1124375837.3%

Reaction Conditions

Temperature65 °C

Reaction Steps

Into a solution of 5-bromo-2-nitropyridine (30 g, 148 mmol) in DMSO (1 L) were added K2CO3 (40 g, 296 mmol) and tert-butyl piperazine-1-carboxylate (28 g, 148 mmol). The mixture was stirred at 65° C. overnight. After cooling down, it was poured into water (2 L). The solid precipitated was collected and dried under vacuum. It was then further purified by flash column eluting with 20:1 petroleum ether/ethyl acetate and then with methylene chloride to give 101g as a yellow solid (17 g, 37%). MS: [M+H]+ 309.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238655B2
Source datasetuspto-grants-2016_01
ORD IDord-b972924cbc654abfa9badc1d2d53c0a7
Source noteuspto-grants-2016_01