Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 427743Generated: October 30, 2026

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

https://huagongshe.com/reaction/427743

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 6) (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 numberUS06313148B1
Source datasetuspto-grants-2001_11
ORD IDord-d1b03431f5ca4525bfe5da543312b6bf
Source noteuspto-grants-2001_11