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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1944308Generated: 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/1944308

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 numberUS08394830B2
Source datasetuspto-grants-2013_03
ORD IDord-89c6d853cc264cb785dfc905746a52f1
Source noteuspto-grants-2013_03