3-Methoxyaniline → 6-(2-(3-methoxyphenylamino)pyrimidin-4-yloxy)-N,2-dimethylbenzofuran-3-carboxamide

HRID 16240

Reaktionsgleichung

Cl[C:2]1[N:7]=[C:6]([O:8][C:9]2[CH:22]=[CH:21][C:12]3[C:13]([C:17]([NH:19][CH3:20])=[O:18])=[C:14]([CH3:16])[O:15][C:11]=3[CH:10]=2)[CH:5]=[CH:4][N:3]=1.[CH3:23][O:24][C:25]1[CH:26]=[C:27]([CH:29]=[CH:30][CH:31]=1)[NH2:28]>CN(C=O)C>[CH3:23][O:24][C:25]1[CH:26]=[C:27]([NH:28][C:2]2[N:7]=[C:6]([O:8][C:9]3[CH:22]=[CH:21][C:12]4[C:13]([C:17]([NH:19][CH3:20])=[O:18])=[C:14]([CH3:16])[O:15][C:11]=4[CH:10]=3)[CH:5]=[CH:4][N:3]=2)[CH:29]=[CH:30][CH:31]=1

Komponenten

Reaktionsbedingungen

Temperatur: 60 °C

Versuchsvorschrift

6-(2-chloropyrimidin-4-yloxy)-N,2-dimethylbenzofuran-3-carboxamide (0.1 mmol) and 3-methoxyaniline (0.1 mmol) were dissolved in 0.5 ml DMF. To this was added p-TsOH monohydrate (0.2 mmol). The reaction mixture was stirred at 60° C. for 5 hours, and subjected to extraction with ethyl acetate. Then water was added and the mixture was subjected to extraction with ethyl acetate. The organic layer was washed with water and brine sequentially, dried over anhydrous Na2SO4, and concentrated. The resulting residue was purified by column chromatography to provide the title product in a yield of 80%.

Aufarbeitung

extractionsubjected to extraction with ethyl acetate
additionThen water was added
extractionthe mixture was subjected to extraction with ethyl acetate
washThe organic layer was washed with water and brine sequentially
dry with materialdried over anhydrous Na2SO4
concentrationconcentrated
customThe resulting residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag: ord-6c9f9b57843d4fe9a20c843dfd7e6fce
Quelldatensatz: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07737157B2

Verknüpfte Notizen

Wird geladen…