HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992258Generated: October 31, 2026
1,2-Dimethoxyethane → 8-Ethenyl-7-fluoro-2-(methoxy)-1,5-naphthyridine
https://huagongshe.com/reaction/1992258
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 8-Bromo-7-fluoro-2-methoxy-1,5-naphthyridine | HCID 45480320 | — |
| Solvent | Water | HCID 962 | — |
| Product | 8-Ethenyl-7-fluoro-2-(methoxy)-1,5-naphthyridine | HCID 57599577 | 90% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07648980B2 |
|---|
| Source dataset | uspto-grants-2010_01 |
|---|
| ORD ID | ord-1af285eb8a4e446cb12c0469bc1f0b88 |
|---|
| Source note | uspto-grants-2010_01 |
|---|