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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924362Generated: October 31, 2026

Diisopropylethylamine → Benzyl [(3S)-1-(3-nitropyridin-4-yl)piperidin-3-yl]carbamate

https://huagongshe.com/reaction/924362

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzyl (3S)-piperidin-3-ylcarbamateHCID 1514175—
Reactant4-Chloro-3-nitropyridineHCID 2735781—
Solvent1-ButanolHCID 263—
ProductBenzyl [(3S)-1-(3-nitropyridin-4-yl)piperidin-3-yl]carbamateHCID 8672685596%

Reaction Steps

To a 20 mL microwave vial containing 4-chloro-3-nitropyridine (Aldrich, 1.373 g, 8.660 mmol) and benzyl (3S)-piperidin-3-ylcarbamate (MolBridge, 2.077 g, 8.865 mmol), 1-butanol (10.0 mL) was added followed by DIPEA (1.836 g, 14.20 mmol). The mixture was irradiated with microwaves at 130° C. for 1 h. The mixture was then concentrated under reduced pressure, and the resulting residue was purified by flash chromatography on silica gel (0-30% MeOH in DCM) to give the sub-title compound as a yellow solid (2.96 g, 96%). LCMS calc. for C18H21N4O4 (M+H)+: m/z=357.2. found 357.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278950B2
Source datasetuspto-grants-2016_03
ORD IDord-ae04b6b259954c30bd00bf7d1498f319
Source noteuspto-grants-2016_03