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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1604370Generated: November 1, 2026

1-Bromopropane → methyl 2-[N-(5-bromo-2-propoxybenzyl)-N-ethylamino]pyridine-5-carboxylate

https://huagongshe.com/reaction/1604370

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-BromopropaneHCID 7840—
ReactantPotassium CarbonateHCID 11430—
Reactantmethyl 2-[N-(2-hydroxy-5-bromobenzyl)-N-ethylamino]pyridine-5-carboxylateHCID 11728230—
SolventDimethylformamideHCID 6228—
Productmethyl 2-[N-(5-bromo-2-propoxybenzyl)-N-ethylamino]pyridine-5-carboxylateHCID 2262250354.5%

Reaction Steps

1-Bromopropane (0.12 g, 0.69 mmol) was treated with a solution of methyl 2-[N-(5-bromo-2-hydroxybenzyl)-N-ethylamino]-5-pyridylcarboxylate (0.2 g, 0.55 mmol) in DMF (4 ml). Potassium carbonate (230 mg, 1.7 mmol) was added to this solution and the reaction mixture was stirred for 18 hours. The solvent was evaporated and the residue taken up in water (4 ml) and extracted with ethyl acetate (3×3 ml). The combined extracts were evaporated and the residue subjected to chromatography (eluant: ethyl acetate/hexane) to give the title compound as a pale yellow oil (0.122 g, 54%) which was used in the subsequent step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05994353
Source datasetuspto-grants-1999_11
ORD IDord-e11308629a88470ea96df9606330aa61
Source noteuspto-grants-1999_11