Dimethylformamide → N-[4-(6-cyano-7-oxiranylmethoxyquinolin-4-yloxy)-2-fluorophenyl]-N'-(4-fluorophenyl)urea

HRID 387948Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 387948
CN(C)C=O.[F:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]=[C:14]=[O:15])=[CH:9][CH:8]=1.[NH2:16][C:17]1[CH:40]=[CH:39][C:20]([O:21][C:22]2[C:31]3[C:26](=[CH:27][C:28]([O:34][CH2:35][CH:36]4[CH2:38][O:37]4)=[C:29]([C:32]#[N:33])[CH:30]=3)[N:25]=[CH:24][CH:23]=2)=[CH:19][C:18]=1[F:41]>O>[C:32]([C:29]1[CH:30]=[C:31]2[C:26](=[CH:27][C:28]=1[O:34][CH2:35][CH:36]1[CH2:38][O:37]1)[N:25]=[CH:24][CH:23]=[C:22]2[O:21][C:20]1[CH:39]=[CH:40][C:17]([NH:16][C:14]([NH:13][C:10]2[CH:11]=[CH:12][C:7]([F:6])=[CH:8][CH:9]=2)=[O:15])=[C:18]([F:41])[CH:19]=1)#[N:33]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 709554-Fluorophenyl isocyanateHCID 229362494-(4-Amino-3-fluorophenoxy)-7-oxiranylmethoxyquinoline-6-carbonitrile

Produkt 1

HCID 22936552N-[4-(6-cyano-7-oxiranylmethoxyquinolin-4-yloxy)-2-fluorophenyl]-N'-(4-fluorophenyl)urea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

After adding dimethylformamide (2 ml) and 4-fluorophenyl isocyanate (0.15 ml) to 4-(4-amino-3-fluorophenoxy)-7-oxiranylmethoxy-quinoline-6-carbonitrile (400 mg), the mixture was stirred overnight at room temperature. Water was added to the reaction solution and the precipitated crystals were filtered off to obtain the title compound (480 mg) as light yellow crystals.

Aufarbeitung

  1. filtrationthe precipitated crystals were filtered off

Quellen und Nachweise

ORD-Eintrag
ord-dfe32b034bae48fd865d74159346a7e2
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08372981B2

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