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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1924992Generated: October 30, 2026

4-Methoxybenzylamine → 5-Bromo-2-[(4-methoxy-benzylamino)-methyl]-furan-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/1924992

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethoxybenzylamineHCID 75452—
ReactantMethyl 5-bromo-2-(bromomethyl)furan-3-carboxylateHCID 15534191—
SolventMethanolHCID 887—
Product5-Bromo-2-[(4-methoxy-benzylamino)-methyl]-furan-3-carboxylic acid methyl esterHCID 59023123—

Reaction Steps

A solution of 5-bromo-2-bromomethyl-furan-3-carboxylic acid methyl ester (1.74, 5.88 mmol) and p-methoxy benzylamine (0.76 mL, 5.88 mmol) in MeOH (30 mL) is stirred at 85° C. for 1.5 hours. The reaction mixture is concentrated in vacuo and the residue purified by silica gel column chromatography eluting with 4:1 petroleum ether:ethyl acetate followed by 1:1 petroleum ether:ethylacetate. The title compound is isolated (643.8 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178530B2
Source datasetuspto-grants-2012_05
ORD IDord-fe1c72f990184ad2ac2e4363e7b2def7
Source noteuspto-grants-2012_05