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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451222Generated: October 27, 2026

Sulfuric Acid → Methyl 2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-carboxylate

https://huagongshe.com/reaction/451222

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant2-Amino-4'-fluorobenzophenoneHCID 9837287—
Reactant3-Cyclopropyl-3-Oxopropionic Acid Methyl EsterHCID 10130016—
SolventMethanolHCID 887—
ProductMethyl 2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-carboxylateHCID 9901664—

Reaction Conditions

Temperature25 °C

Reaction Steps

To the solution of 2-amino-4′-fluorobenzophenone (100 g) in methanol (500 ml) added Methyl 3-cyclopropyl-3-oxopropanoate (132 g), sulfuric acid (5 ml) and stirred for 15 minutes at 25° C. Heated the reaction mixture to 65° C. for 22 hrs. Distilled off the methanol completely under reduced pressure. Cooled the reaction mixture to 25° C., added water (500 ml) and stirred for 30 minutes. Cooled the reaction mixture to 0° C. and pH adjusted to 6.0 with sodium carbonate solution. Stirred the reaction mixture for 45 minutes at 25° C. Filtered the cake and washed with water. Spin dry the compound for 60 minutes. To this compound added methanol (150 ml) and stirred for 1 hr at 25° C. Filtered the solid and washed with methanol (50 ml). Dried the obtained solid to get the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487105B2
Source datasetuspto-grants-2013_07
ORD IDord-f512dc7c2628429c9c19daab70177297
Source noteuspto-grants-2013_07