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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 427722Generated: October 30, 2026

Sodium Hydroxide → 6-[(Pyridin-2-yl)methoxy]pyridin-3-amine

https://huagongshe.com/reaction/427722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantStannous ChlorideHCID 24479—
Reactant2-(Pyridin-2-ylmethoxy)-5-nitropyridineHCID 18357725—
SolventHydrochloric AcidHCID 313—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product6-[(Pyridin-2-yl)methoxy]pyridin-3-amineHCID 1544778878%

Reaction Conditions

Temperature50 °C

Reaction Steps

5-Nitro-2-(pyridin-2-ylmethyloxy)pyridine (D1, 2.0 g, 0.0087 mole) in ethanol (70 ml) was treated with tin (II) chloride (8.3 g, 0.044 mole) in conc. HCl (15 ml). The mixture was heated to 50° C. for 0.5 hour. After cooling to room temperature, the mixture was diluted with water, basified with 10% aqueous sodium hydroxide solution, extracted into ethyl acetate, dried (Na2SO4) and evaporated in vacuo to afford the title compound (1.36 g, 78%) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06313145B1
Source datasetuspto-grants-2001_11
ORD IDord-19bdabcaa6ba44608332a5b83fb7d5f1
Source noteuspto-grants-2001_11