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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931183Generated: November 2, 2026

Diisopropylethylamine → (R)-(1-(6-amino-5-nitropyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone

https://huagongshe.com/reaction/931183

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-3-nitropyridin-2-ylamineHCID 2724035—
Reactant(R)-piperidin-3-yl(pyrrolidin-1-yl)methanoneHCID 7169819—
SolventDimethylformamideHCID 6228—
Product(R)-(1-(6-amino-5-nitropyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanoneHCID 8985376889.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 6-chloro-3-nitropyridin-2-amine (0.175M, 20 mL, 3.5 mmol) in anhydrous N,N-dimethylformamide was added to (R)-piperidin-3-yl(pyrrolidin-1-yl)methanone, followed by diisopropylethylamine (1.3 mL, 7.0 mmol). The reaction mixture was stirred at 80° C. for 16 h. The solvent was removed under reduced pressure and the residue was purified via preparative HPLC to afford (R)-(1-(6-amino-5-nitropyridin-2-yl)piperidine-3-yl)(pyrrolidin-1-yl)methanone (1.0 g, 89.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296745B2
Source datasetuspto-grants-2016_03
ORD IDord-099f291ba60f42b284fdfa996b702d46
Source noteuspto-grants-2016_03