Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2232992Generated: October 31, 2026

1,2-Dimethoxyethane → 8-Ethenyl-7-fluoro-2-(methoxy)-1,5-naphthyridine

https://huagongshe.com/reaction/2232992

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantPotassium CarbonateHCID 11430—
Reactant8-Bromo-7-fluoro-2-methoxy-1,5-naphthyridineHCID 45480320—
SolventWaterHCID 962—
Product8-Ethenyl-7-fluoro-2-(methoxy)-1,5-naphthyridineHCID 5759957790%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of 8-bromo-7-fluoro-2-(methyloxy)-1,5-naphthyridine (2.0 g, 7.81 mmol), potassium carbonate (1.08 g, 7.81 mmol), tetrakis-triphenylphosphine (90 mg, 0.08 mmol) in DME (60 mL) and H2O (20 mL) was added 2,4,6-trivinylcycloborane-pyridine complex (0.94 g, 3.91 mmol). After stirring for 10 h at 85° C. the reaction contents were concentrated and the product purified by chromatography (silica, 25% EtOAc in hexane) to give a low melting solid (1.43 g, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709472B2
Source datasetuspto-grants-2010_05
ORD IDord-9b33cbe0ab01455b9fac4e3afc808723
Source noteuspto-grants-2010_05