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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026419Generated: October 31, 2026

tert-butyl (3R)-3-methyl-4-(6-nitro-3-pyridyl)piperazine-1-carboxylate → (R)-tert-Butyl 4-(6-Aminopyridin-3-yl)-3-methylpiperazine-1-carboxylate

https://huagongshe.com/reaction/1026419

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-butyl (3R)-3-methyl-4-(6-nitro-3-pyridyl)piperazine-1-carboxylateHCID 86683716—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(R)-tert-Butyl 4-(6-Aminopyridin-3-yl)-3-methylpiperazine-1-carboxylateHCID 8668371781.8%

Reaction Steps

A 500-mL flask was purged with nitrogen and charged with 109a (1.5 g, 4.6 mmol), 10% palladium on carbon (50% wet, 200 mg), and methanol (70 mL). It was evacuated, charged with hydrogen gas, and stirred at room temperature for 10 h. The hydrogen was then evacuated and nitrogen was charged into the flask. The catalyst was removed by filtration through a pad of Celite and the filtrate was concentrated under reduced pressure to afford 109b (1.1 g, 81%) as a brown solid. MS: [M+H]+ 293

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729072B2
Source datasetuspto-grants-2014_05
ORD IDord-d5446f98d2644e7d8de7c142b755eeab
Source noteuspto-grants-2014_05