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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1802452Generated: October 26, 2026

Methanol → 1-Ethoxy-9-fluorobenzo[c]-2,6-naphthyridin-5(6H)-one

https://huagongshe.com/reaction/1802452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium hexamethyidisilazaneHCID 45051731—
Reactant3-(2-Amino-5-fluorophenyl)-2-ethoxy-N,N-diisopropylisonicotinamideHCID 59436076—
SolventTetrahydrofuranHCID 8028—
Product1-Ethoxy-9-fluorobenzo[c]-2,6-naphthyridin-5(6H)-oneHCID 59436107—

Reaction Steps

To a solution of 3-(2-amino-5-fluorophenyl)-2-ethoxy-N,N-diisopropylisonicotinamide (170 mg, 0.473 mmol) in THF (3153 μl), was added sodium hexamethyldisilazane (946 μl, 0.946 mmol, 1.0 M in THF). The reaction mixture was stirred at room temperature for 30 min. Methanol was added and the mixture was concentrated under reduced pressure. The residue was then triturated with diethyl ether (25 mL) and stirred for 1 h. The mixture was filtered through a frit, and the filter cake was collected and dried to afford the title compound as a beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349865B2
Source datasetuspto-grants-2013_01
ORD IDord-bb7d883b9aa945e89e349759696498b4
Source noteuspto-grants-2013_01