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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533147Generated: October 28, 2026

Potassium tert-butoxide → 6-(3-chloro-2-fluorobenzyl)-2-((3-fluorobenzyl)oxy)-7,8-dihydro-1,6-naphthyridin-5(6H)-one

https://huagongshe.com/reaction/533147

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium tert-butoxideHCID 23665647—
Reactant1-(Bromomethyl)-2-chloro-3-fluorobenzeneHCID 44782644—
Reactant2-((3-fluorobenzyl)oxy)-7,8-dihydro-1,6-naphthyridin-5(6H)-oneHCID 57405264—
SolventDimethyl SulfoxideHCID 679—
Product6-(3-chloro-2-fluorobenzyl)-2-((3-fluorobenzyl)oxy)-7,8-dihydro-1,6-naphthyridin-5(6H)-oneHCID 68007598—

Reaction Steps

A solution of 2-((3-fluorobenzyl)oxy)-7,8-dihydro-1,6-naphthyridin-5(6H)-one (20 mg, 0.05 mmol, prepared above as in Example 1.1) in DMSO (1 mL) was treated with 3-fluoro-2-chlorobenzyl bromide (20 mg 0.12 mmol) and KOtBu (20 mg, 0.18 mmol). The reaction mixture was stirred at RT overnight and then purified directly by RP-HPLC to give indicated compound. LC-MS (M+H)=415.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853237B2
Source datasetuspto-grants-2014_10
ORD IDord-6b24a47449dc4c3580d74a7f258d13eb
Source noteuspto-grants-2014_10