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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 526839Generated: October 29, 2026

Sodium Methoxide → (4-Chloro-2-methoxy-3-(4-(methylsulfonyl)benzyl)quinolin-6-yl)(1-methyl-1H-imidazol-5-yl)methanone

https://huagongshe.com/reaction/526839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant(2,4-dichloro-3-(4-(methylsulfonyl)benzyl)quinolin-6-yl)(1-methyl-1H-imidazol-5-yl)methanoneHCID 86715614—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
Product(4-Chloro-2-methoxy-3-(4-(methylsulfonyl)benzyl)quinolin-6-yl)(1-methyl-1H-imidazol-5-yl)methanoneHCID 86715613—

Reaction Conditions

Temperature105 °C

Reaction Steps

A mixture of (2,4-dichloro-3-(4-(methylsulfonyl)benzyl)quinolin-6-yl)(1-methyl-1H-imidazol-5-yl)methanone (0.2 g, 0.42 mmol, Intermediate 7: step d) and dry sodium methoxide (0.11 g, 2.11 mmol) in toluene (10 mL) was heated in a sealed tube at 105° C. for 6 hours. The mixture was then cooled to room temperature, diluted with DCM and stirred for 30 minutes at room temperature. The resulting suspension was filtered through Celite®, rinsing several times with DCM. The solvents were removed under reduced pressure and the residue chromatographed (heptane/DCM gradient) to provide the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346782B2
Source datasetuspto-grants-2016_05
ORD IDord-7b1c41a323c64284b796fa7e54041bf0
Source noteuspto-grants-2016_05