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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 232447Generated: October 30, 2026

Acetic Acid → Methyl 2-(2,4-difluorophenylamino)-5-fluoro-6-methoxynicotinate

https://huagongshe.com/reaction/232447

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantDiazomethaneHCID 9550—
ReactantMethyl 2-(2,4-difluorophenylamino)-5-fluoro-6-hydroxynicotinateHCID 178498343—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 2-(2,4-difluorophenylamino)-5-fluoro-6-methoxynicotinateHCID 1382175471.6%

Reaction Steps

In 6 ml of tetrahydrofuran was dissolved 200 mg of methyl 2-(2,4-difluorophenylamino)-5-fluoro-6-hydroxynicotinate, and a solution of about 40 mg of diazomethane in diethyl ether was added to the resulting solution with ice-cooling, after which the resulting mixture was subjected to reaction at room temperature for 30 minutes. Subsequently, acetic acid was added until foaming was not caused in the reaction mixture, after which the solvent was removed by distillation under reduced pressure. The crystals thus obtained were washed with 6 ml of isopropyl alcohol to obtain 150 mg (yield 71.6%) of methyl 2-(2,4-difluorophenylamino)-5-fluoro-6-methoxynicotinate having a melting point of 160°-161° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04851535
Source datasetuspto-grants-1989_07
ORD IDord-812edfdb9a9f4b0d90ece79d06812717
Source noteuspto-grants-1989_07