Dimethyl Sulfoxide → N-[4-(6-Cyano-7-oxiranylmethoxyquinolin-4-yloxy)-2-fluorophenyl]-N'-(thiazol-2-yl)urea

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Reaktionsgleichung

CS(C)=O.[S:5]1[CH:9]=[CH:8][N:7]=[C:6]1[NH:10][C:11](=O)[O:12]C1C=CC=CC=1.[NH2:20][C:21]1[CH:44]=[CH:43][C:24]([O:25][C:26]2[C:35]3[C:30](=[CH:31][C:32]([O:38][CH2:39][CH:40]4[CH2:42][O:41]4)=[C:33]([C:36]#[N:37])[CH:34]=3)[N:29]=[CH:28][CH:27]=2)=[CH:23][C:22]=1[F:45]>O>[C:36]([C:33]1[CH:34]=[C:35]2[C:30](=[CH:31][C:32]=1[O:38][CH2:39][CH:40]1[CH2:42][O:41]1)[N:29]=[CH:28][CH:27]=[C:26]2[O:25][C:24]1[CH:43]=[CH:44][C:21]([NH:20][C:11]([NH:10][C:6]2[S:5][CH:9]=[CH:8][N:7]=2)=[O:12])=[C:22]([F:45])[CH:23]=1)#[N:37]

Komponenten

Reaktionsbedingungen

Temperatur: 80 °C

Versuchsvorschrift

After adding dimethylsulfoxide (1 ml) and phenyl N-(2-thiazolyl)carbamate (94 mg) to 4-(4-amino-3-fluorophenoxy)-7-oxiranylmethoxyquinoline-6-carbonitrile (100 mg), the mixture was heated at 80° C. for 90 minutes. Water was added and the precipitated crystals were filtered out to obtain the title compound (16 mg) as light yellow crystals.

Aufarbeitung

filtrationthe precipitated crystals were filtered out

Quellen und Nachweise

ORD-Eintrag: ord-cab4327ad97c475ab4d2be0cfa164301
Quelldatensatz: uspto-grants-2007_08
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07253286B2

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