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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 246941Generated: October 27, 2026

Diethyl Ether → Ethyl 2-[2-(2,4-difluorophenylamino)-5-fluoro-6-methoxynicotinoyl]acetate

https://huagongshe.com/reaction/246941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantDiisopropyl EtherHCID 7914—
ReactantDiazomethaneHCID 9550—
ReactantEthyl 2-[2-(2,4-difluorophenylamino)-5-fluoro-6-hydroxynicotinoyl]acetateHCID 178472175—
SolventAcetic AcidHCID 176—
SolventEthyl AcetateHCID 8857—
ProductEthyl 2-[2-(2,4-difluorophenylamino)-5-fluoro-6-methoxynicotinoyl]acetateHCID 1559692077%

Reaction Steps

In 2 ml of ethyl acetate was dissolved 100 mg of ethyl 2-[2-(2,4-difluorophenylamino)-5-fluoro-6-hydroxynicotinoyl]acetate, and a diethyl ether solution containing 15 mg of diazomethane was added thereto with ice-cooling, after which the resulting mixture was subjected to reaction at room temperature for 30 minutes. Subsequently, acetic acid was added to the reaction mixture until foaming was not caused in the reaction mixture. The solvent was then removed by distillation under reduced pressure and to the crystalline material thus obtained was added 2 ml of diisopropyl ether, after which crystals were collected by filtration to obtain 80 mg (yield 77.0%) of ethyl 2-[2-(2,4-difluorophenylamino)-5-fluoro-6-methoxynicotinoyl]acetate. The physical properties of this compound were identical with those of the compound obtained in Example 18.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04704459
Source datasetuspto-grants-1987_11
ORD IDord-35f65d73c7a04c69aff27345a9539562
Source noteuspto-grants-1987_11