3-(5-Amino-2,4-difluorophenyl)-7-chloro-1-methyl-1,6-naphthyridin-2(1H)-one → 3-(5-amino-2,4-difluorophenyl)-1-methyl-1,6-naphthyridin-2(1H)-one

HRID 1430445

Reaktionsgleichung

Reaktionsgleichung von HRID 1430445
[NH2:1][C:2]1[C:3]([F:22])=[CH:4][C:5]([F:21])=[C:6]([C:8]2[C:9](=[O:20])[N:10]([CH3:19])[C:11]3[C:16]([CH:17]=2)=[CH:15][N:14]=[C:13](Cl)[CH:12]=3)[CH:7]=1>COC1C=CC(CNC)=CC=1>[NH2:1][C:2]1[C:3]([F:22])=[CH:4][C:5]([F:21])=[C:6]([C:8]2[C:9](=[O:20])[N:10]([CH3:19])[C:11]3[C:16]([CH:17]=2)=[CH:15][N:14]=[CH:13][CH:12]=3)[CH:7]=1

Komponenten

3

Edukt 1

HCID 866201583-(5-Amino-2,4-difluorophenyl)-7-chloro-1-methyl-1,6-naphthyridin-2(1H)-one

Produkt 1

HCID 867136243-(5-amino-2,4-difluorophenyl)-1-methyl-1,6-naphthyridin-2(1H)-oneAusbeute 139,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 4854071-(4-methoxyphenyl)-N-methylmethanamineLösungsmittel

Reaktionsbedingungen

Temperatur
200 °C

Versuchsvorschrift

3-(5-Amino-2,4-difluorophenyl)-7-chloro-1-methyl-1,6-naphthyridin-2(1H)-one (2.4 g, 7.5 mmol) and 4-methoxy-N-methylbenzylamine (10 mL) were combined in a sealed vessel and heated to 200° C. overnight. The volatiles were removed in vacuo and the residue was purified by column chromatography to give 7-(4-methoxybenzyl)(methyl)amino)-3-(5-amino-2,4-difluorophenyl)-1-methyl-1,6-naphthyridin-2(1H)-one (3 g, 91% yield), which was used in the next step without further purification.

Aufarbeitung

  1. customThe volatiles were removed in vacuo
  2. customthe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-698d9f0f772e4dda8bff73253cf86b2a
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08940756B2

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