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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1944374Generated: October 25, 2026

Potassium Carbonate → (S)-2-[2-cyclopropyl-8-fluoro-4-methyl-3-(4-pyrazol-1-ylbenzyl)quinolin-5-yloxy]propionic acid methyl ester

https://huagongshe.com/reaction/1944374

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 2-chloropropanoate, (R)-HCID 149593—
Reactant2-Cyclopropyl-8-fluoro-4-methyl-3-(4-pyrazol-1-ylbenzyl)quinolin-5-olHCID 136348363—
SolventWaterHCID 962—
Product(S)-2-[2-cyclopropyl-8-fluoro-4-methyl-3-(4-pyrazol-1-ylbenzyl)quinolin-5-yloxy]propionic acid methyl esterHCID 6745732141.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of 2-cyclopropyl-8-fluoro-4-methyl-3-(4-pyrazol-1-ylbenzyl)quinolin-5-ol (0.064 g), (N-dimethylformamide (0.86 mL), potassium carbonate (0.071 g) and (R)-2-chloropropionic acid methyl ester (0.032 g) was stirred at 40° C. for 3 days. The mixture was cooled to 0° C., diluted with water (40 mL) and extracted with ethyl acetate (3×10 mL). The combined extracts were washed saturated aqueous sodium chloride solution, dried over magnesium sulfate and concentrated under reduced pressure. Purification of the residue by column chromatography on silica gel, eluting with a mixture of ethyl acetate and cyclohexane (0:1 to 4:6 by volume) gave title compound as a colourless oil (0.033 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394830B2
Source datasetuspto-grants-2013_03
ORD IDord-7c92ad33373f4080985996b9cf67d26d
Source noteuspto-grants-2013_03