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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924448Generated: October 31, 2026

4-Chloro-3-nitropyridine → HCID 58386784, compound

https://huagongshe.com/reaction/924448

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-3-nitropyridineHCID 2735781—
Reactanttert-Butyl ((3S,5R)-5-methylpiperidin-3-yl)carbamateHCID 57433105—
SolventIsopropanolHCID 3776—
ProductHCID 58386784HCID 5838678476.3%

Reaction Conditions

Temperature75 °C

Reaction Steps

A mixture of 4-chloro-3-nitropyridine (0.704 g, 4.44 mmol) and tert-butyl [(3S,5R)-5-methylpiperidin-3-yl]carbamate (1.0 g, 4.7 mmol) in isopropyl alcohol (8.7 mL) was stirred at 75° C. overnight. The mixture was concentrated under reduced pressure, and the resulting residue was diluted with water and extracted with EtOAc. The organic extracts were combined and evaporated under reduced pressure. The residue was purified by flash chromatography on 40 g silica gel, eluting with 0-90% EtOAc in hexanes, to give the sub-title compound as a yellow solid (1.14 g, 76.2%). LCMS calc. for C16H25N4O4 (M+H)+: m/z=337.2. found: 337.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278950B2
Source datasetuspto-grants-2016_03
ORD IDord-6ce2661aee084cf69b978e6ed7d5ed46
Source noteuspto-grants-2016_03