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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 52008Generated: October 26, 2026

Dimethylformamide → Methyl 6-[(4,6-Dimethoxypyrimidin-2-yl)oxy]quinolin-5-carboxylate

https://huagongshe.com/reaction/52008

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 6-hydroxyquinoline-5-carboxylateHCID 19077292—
Reactant4,6-Dimethoxy-2-methylsulfonylpyridineHCID 19077294—
ProductMethyl 6-[(4,6-Dimethoxypyrimidin-2-yl)oxy]quinolin-5-carboxylateHCID 1996279289%

Reaction Steps

0.8 g of methyl 6-hydroxyquinolin-5-carboxylate, 0.96 g of 4,6-dimethoxy-2-methylsulfonylpyridine and 0.82 g of potassium carbonate were stirred in 30 ml of N,N-dimethylformamide at 80° C. for 3 hours. The mixture was returned to room temperature, then poured into ice water and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous magnesium sulfate. The residue obtained by concentration under reduced pressure, was crystallized from a solvent mixture of dichloromethane/isopropyl ether to obtain 1.21 g (yield: 89.0%) of the desired compound. mp: 160°-162° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05616537
Source datasetuspto-grants-1997_04
ORD IDord-e43d90e1663e4fddb1a11532e7b30547
Source noteuspto-grants-1997_04