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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390291Generated: October 30, 2026

6-(1-Benzyl-pyrrolidin-3-yloxy)-2-methoxy-3-nitro-pyridine → 6-(1-Benzyl-pyrrolidin-3-yloxy)-2-methoxy-pyridin-3-ylamine

https://huagongshe.com/reaction/390291

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-(1-Benzyl-pyrrolidin-3-yloxy)-2-methoxy-3-nitro-pyridineHCID 66882762—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
Product6-(1-Benzyl-pyrrolidin-3-yloxy)-2-methoxy-pyridin-3-ylamineHCID 6688313269.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 6-(1-benzyl-pyrrolidin-3-yloxy)-2-methoxy-3-nitro-pyridine (0.38 g, 1.15 mmol) in acetic acid (4 ml) at 80° C. was added iron (0.32 g, 5.77 mmol) slowly in portions. The exothermic reaction was stirred for 3 h at 80° C. After evaporation of the solvent under reduced pressure the solid residue was dissolved in 1N NaOH, which was extracted 6 times with dichloromethane. The combined organic layers were dried over MgSO4, filtered and the solvent evaporated to obtain 240 mg (68.9%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383641B2
Source datasetuspto-grants-2013_02
ORD IDord-681f9e13a6ec43f39a66219a3d6c523d
Source noteuspto-grants-2013_02