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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1870738Generated: November 1, 2026

Sodium Hydroxide → 2-[N-(5-Bromo-2-hydroxybenzyl)-N-ethylamino]pyridine-5-carboxylic Acid

https://huagongshe.com/reaction/1870738

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantmethyl 2-[N-(2-hydroxy-5-bromobenzyl)-N-ethylamino]pyridine-5-carboxylateHCID 11728230—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product2-[N-(5-Bromo-2-hydroxybenzyl)-N-ethylamino]pyridine-5-carboxylic AcidHCID 2262253692%

Reaction Conditions

Temperature40 °C

Reaction Steps

A solution of methyl 2-[N-(5-bromo-2-hydroxybenzyl)-N-ethylamino]pyridine-5-carboxylate (see reference example 7) (10.2 g, 0.55 mmol) in THF (3 ml) and methanol (5 ml) was treated with 1N aqueous sodium hydroxide solution (2.7 ml) and was heated to 40° C. for 24 hours. The solvents were evaporated at reduced pressure, the residue treated with 1N acetic acid (2.7 ml) and the precipitate filtered, washed with water and air dried to give the title compound (0.17 g, 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06100258
Source datasetuspto-grants-2000_08
ORD IDord-65eef961d46b45ecbca4c892af377cc5
Source noteuspto-grants-2000_08