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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 707256Generated: October 30, 2026

Dimethylformamide → 1,1-Dimethylethyl 4-[(3-nitro-2-pyridinyl)amino]-1-piperidinecarboxylate

https://huagongshe.com/reaction/707256

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium CarbonateHCID 10340—
Reactant2-Chloro-3-nitropyridineHCID 79613—
Reactant4-Amino-1-Boc-piperidineHCID 1268291—
SolventWaterHCID 962—
Product1,1-Dimethylethyl 4-[(3-nitro-2-pyridinyl)amino]-1-piperidinecarboxylateHCID 4578687079.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

2-Chloro-3-nitro-pyridine (5 g, 33.3 mmol), anhydrous N,N-dimethylformamide (50 mL), 4-amino-piperidine-1-carboxylic acid tert-butyl ester (6.7 g, 33.3 mmol) and anhydrous sodium carbonate (7.1 g, 66.6 mmol) were combined with stirring under nitrogen. The reaction mixture was heated at 90° C. overnight. Then it was poured into water and the resulting yellow solid was filtered off and found to be tert-butyl 4-((3-nitropyridin-2-yl)amino)piperidine-1-carboxylate (8.5 g, 26.4 mmol, 79.4% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174992B2
Source datasetuspto-grants-2015_11
ORD IDord-b9eb4f611489434a9a5f3fca2fd4cf62
Source noteuspto-grants-2015_11