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

HRID 406456

Reaktionsgleichung

Reaktionsgleichung von HRID 406456
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([O:15][CH3:16])[C:9]=2[F:17])[N:5]=[C:4]([C:18]([O:20][CH3:21])=[O:19])[C:3]=1[Cl:22].[C:23](NC1C=C(Cl)N=C(C(OC)=O)C=1Cl)(=[O:25])[CH3:24]>>[C:23]([NH:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([O:15][CH3:16])[C:9]=2[F:17])[N:5]=[C:4]([C:18]([O:20][CH3:21])=[O:19])[C:3]=1[Cl:22])(=[O:25])[CH3:24]

Komponenten

3

Edukt 2

HCID 16656802Halauxifen-methyl2×HCID 22677481Methyl 4-acetamido-3,6-dichloropyridine-2-carboxylate2×

Produkt 1

HCID 67210962Methyl 4-(acetylamino)-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate

Versuchsvorschrift

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:

Aufarbeitung

  1. customis produced

Quellen und Nachweise

ORD-Eintrag
ord-cb2f188a09144ffcb0784a37bcc4f99a
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08754110B2

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