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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1922096Generated: October 31, 2026

Dimethylformamide → [8-Chloro-2-methoxy-4-methyl-3-(4-pyrazol-1-yl-benzyl)quinolin-5-yloxy]acetic acid methyl ester

https://huagongshe.com/reaction/1922096

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant[8-Chloro-4-methyl-2-oxo-3-(4-pyrazol-1-ylbenzyl)-1,2-dihydroquinolin-5-yloxy]acetic acid methyl esterHCID 67459078—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product[8-Chloro-2-methoxy-4-methyl-3-(4-pyrazol-1-yl-benzyl)quinolin-5-yloxy]acetic acid methyl esterHCID 67455341102.4%

Reaction Steps

A mixture of [8-chloro-4-methyl-2-oxo-3-(4-pyrazol-1-ylbenzyl)-1,2-dihydroquinolin-5-yloxy]acetic acid methyl ester (0.35 g), potassium carbonate (0.33 g), iodomethane (0.50 mL) and N,N-dimethylformamide (5.0 mL) was stirred at room temperature for 16 hours. The mixture was diluted with water, acidified by the addition of glacial acetic acid and extracted with ethyl acetate. The combined extracts were washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate and concentrated under reduced pressure to afford title compound as a cream solid (0.37 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173812B2
Source datasetuspto-grants-2012_05
ORD IDord-d806aa5e9da845f9a023d3e8540c75d8
Source noteuspto-grants-2012_05