2-Methoxyaniline → 6-(2,6-dichlorophenyl)-2-[(2-methoxyphenyl)amino]-8-methyl-7H,8H-pyrido[2,3-d]pyrimidin-7-one

HRID 1586425

Reaktionsgleichung

[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[C:22](=[O:23])[N:21]([CH3:24])[C:12]2[N:13]=[C:14](S(C)(=O)=O)[N:15]=[CH:16][C:11]=2[CH:10]=1.[CH3:25][O:26][C:27]1[CH:33]=[CH:32][CH:31]=[CH:30][C:28]=1[NH2:29]>CCOCC>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[C:22](=[O:23])[N:21]([CH3:24])[C:12]2[N:13]=[C:14]([NH:29][C:28]3[CH:30]=[CH:31][CH:32]=[CH:33][C:27]=3[O:26][CH3:25])[N:15]=[CH:16][C:11]=2[CH:10]=1

Komponenten

Reaktionsbedingungen

Temperatur: 175 °C

Versuchsvorschrift

A mixture of 0.113 g (0.29 mmol) of 6-(2,6-dichlorophenyl)-2-methanesulfonyl-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-one and 0.50 g (4.10 mmol) of 2-methoxyaniline was heated, with stirring, in a 175° C. oil bath. The resulting solution was heated for 5 minutes and cooled to room temperature. Ether (2 mL) was added. The crystals that developed were filtered and washed with 1 mL of ether; wt 0.070 g. The solid was purified to remove dark colors by silica gel chromatography, eluting with chloroform. Recrystallization from ether gave pure product; wt 0.029 g; mp 200-201° C.

Aufarbeitung

temperaturewas heated
temperatureThe resulting solution was heated for 5 minutes
temperaturecooled to room temperature
filtrationThe crystals that developed were filtered
washwashed with 1 mL of ether
customThe solid was purified
customto remove dark colors by silica gel chromatography
washeluting with chloroform
customRecrystallization from ether
customgave pure product

Quellen und Nachweise

ORD-Eintrag: ord-396207130b314bc180fd6e24932a48df
Quelldatensatz: uspto-grants-1999_08
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05945422

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