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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613034Generated: October 31, 2026

Phosphorus tribromide → 1-(2-Bromo-4-pyridyl)-2,3-bis(methoxycarbonyl)-6,7-dimethoxynaphthalene

https://huagongshe.com/reaction/613034

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus tribromideHCID 24614—
Reactant1-(2-Chloro-4-pyridyl)-2,3-bis(methoxycarbonyl)-6,7-dimethoxynaphthaleneHCID 22007331—
Solvent1,1,2,2-TetrachloroethaneHCID 6591—
Product1-(2-Bromo-4-pyridyl)-2,3-bis(methoxycarbonyl)-6,7-dimethoxynaphthaleneHCID 22007329—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 1-(2-chloro-4-pyridyl)-2,3-bis(methoxycarbonyl)-6,7-dimethoxynaphthalene (22.7 g), phosphorus tribromide (52 ml) and 1,1,2,2-tetrachloroethane (100 ml) is stirred at 100° C. for 10 hours. After the reaction is complete, the mixture is concentrated under reduced pressure to remove the solvent, and thereto are added methylene chloride and an aqueous potassium carbonate solution. The methylene chloride layer is separated, and concentrated under reduced pressure to remove the solvent. The residue is crystallized from methanol to give 1-(2-bromo-4-pyridyl)-2,3-bis(methoxycarbonyl)-6,7-dimethoxynaphthalene (17.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06005106
Source datasetuspto-grants-1999_12
ORD IDord-0077462588c74a40b2a7f236c37b190b
Source noteuspto-grants-1999_12