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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1772893Generated: October 31, 2026

Tert-butyl(2-methoxy-5-nitropyridin-3-yl)methylcarbamate → Tert-butyl(5-amino-2-methoxypyridin-3-yl)methylcarbamate

https://huagongshe.com/reaction/1772893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl(2-methoxy-5-nitropyridin-3-yl)methylcarbamateHCID 131734692—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductTert-butyl(5-amino-2-methoxypyridin-3-yl)methylcarbamateHCID 13173469184.4%

Reaction Steps

10% Pd/C (1 g) was added to a solution of tert-butyl(2-methoxy-5-nitropyridin-3-yl)methylcarbamate (9.8 g, 34.6 mmol) in MeOH (150 mL) and DCM (75 mL) and the mixture stirred at rt for 7 h under an atmosphere of H2. The reaction mixture was then filtered through celite and washed with MeOH and the filtrate concentrated in vacuo. Purification by flash column chromatography eluting with 2:1 to 1:1 heptane-EtOAc yielded the title compound (7.4 g, 29.2 mmol) as a tan solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249160B2
Source datasetuspto-grants-2016_02
ORD IDord-a7450b28f5af43a794aff2a2b43da89e
Source noteuspto-grants-2016_02