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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951405Generated: October 25, 2026

Methanol → 4-(3-Acetyl-5-isopropoxy-2-methyl-1,4-dihydro-1,6-naphthyridin-4-yl)benzonitrile

https://huagongshe.com/reaction/1951405

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantIsopropyl iodideHCID 6362—
ReactantSodium hydrideHCID 24758—
Reactant4-(3-Acetyl-2-methyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl)benzonitrileHCID 59603008—
SolventDimethylformamideHCID 6228—
Product4-(3-Acetyl-5-isopropoxy-2-methyl-1,4-dihydro-1,6-naphthyridin-4-yl)benzonitrileHCID 24798333—

Reaction Steps

100 mg (0.32 mmol) of 4-(3-acetyl-2-methyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl)-benzonitrile are suspended in DMF (4 ml), and 14 mg (0.36 mmol) of sodium hydride (60% in mineral oil) are added. Then 34 μl (0.34 mmol) of 2-iodopropane are added to the dark red solution. The solution is stiffed at RT for 24 h, then mixed with methanol and purified by preparative HPLC. 18 mg (16% of theory) of the title compound are obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404709B2
Source datasetuspto-grants-2013_03
ORD IDord-df38ffeeb27f4f6db0897adff46a4a01
Source noteuspto-grants-2013_03