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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13845Generated: October 29, 2026

Methyl iodide → 6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-3-isopropyl-1-methyl-4-(methylamino)-1,8-naphthyridin-2(1H)-one

https://huagongshe.com/reaction/13845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant4-amino-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-3-isopropyl-1-methyl-1,8-naphthyridin-2(1H)-oneHCID 11476999—
SolventTetrahydrofuranHCID 8028—
Product6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-3-isopropyl-1-methyl-4-(methylamino)-1,8-naphthyridin-2(1H)-oneHCID 11397629—

Reaction Steps

The product of EXAMPLE 54 (30 mg) in THF (2.5 mL) was combined with sodium hydride (5 mg, 60% in mineral oil). The suspension was stirred for 10 min were upon iodomethane (37 uL) was added. The reaction was stirred for about 6.5 hours at room temperature. The reaction mixture was quenched with saturated aqueous NaHCO3 and diluted with EtOAc. The EtOAc solution was dried (Na2SO4). The concentrated residue was purified by preparative TLC on silica gel eluted with 35% EtOAc in hexane affording the title compound. HPLC/MS: 486.2 (M+1), 488.2 (M+3); Rt=4.72 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728141B2
Source datasetuspto-grants-2010_06
ORD IDord-2bc9788879ba4578941daef6db23936a
Source noteuspto-grants-2010_06