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-bcb77e86528243bf8484cb325b06be20
Quelldatensatz: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08372981B2

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