Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404311Generated: October 27, 2026

Sodium Carbonate → 2-(5-Chloro-2-fluoro-phenyl)-4-isoquinolin-4-yl-[1,8]naphthyridine

https://huagongshe.com/reaction/1404311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1,4-DioxaneHCID 31275—
ReactantIsoquinoline-4-boronic acidHCID 3761204—
Reactant4-Chloro-2-(5-chloro-2-fluoro-phenyl)-[1,8]naphthyridineHCID 53344724—
SolventWaterHCID 962—
Product2-(5-Chloro-2-fluoro-phenyl)-4-isoquinolin-4-yl-[1,8]naphthyridineHCID 6663175377.8%

Reaction Steps

426 mg 4-chloro naphthyridine from example 1, 682 mg 4-isoquinoline boronic acid pinacole ester, 945 mg sodium carbonate were dissolved with 30 ml dioxan and 3 ml water, flushed with nitrogen, and 172 mg tetrakistriphenylphosphine palladium(0) were added. After 105 min reflux workup as in example 20 yielded a brownish oil, which was crystallized with ether to give 436 mg of product with correct LC-MS: M+H+ 386 and Rt˜2.22 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912216B2
Source datasetuspto-grants-2014_12
ORD IDord-2431ab0be9644dd088df07261bc136d6
Source noteuspto-grants-2014_12