Halauxifen-methyl → Methyl 4-(acetylamino)-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate

Participants

Reaction Steps

Methyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate is produced from a 4-chloro-2-fluoro-3-substituted-phenylboronic acid derivative, such as PBA. As shown in the reaction scheme below, the methyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate (Compound 1) is produced by reacting PBA (Compound 2) with methyl 4-(acetylamino)-3,6-dichloropyridine-2-carboxylate (Compound 3) to produce methyl 4-(acetylamino)-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate (Compound 4), which is deacetylated to produce Compound 1:

Provenance & Evidence