3-(Trifluoromethyl)phenyl isocyanate → 1-[4-(6-Methylsulfanyl-pyrimidin-4-yloxy)-phenyl]-3-(3-trifluoromethyl-phenyl)-urea

HRID 659028Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 659028
[CH3:1][S:2][C:3]1[N:8]=[CH:7][N:6]=[C:5]([O:9][C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=2)[CH:4]=1.[F:17][C:18]([F:29])([F:28])[C:19]1[CH:20]=[C:21]([N:25]=[C:26]=[O:27])[CH:22]=[CH:23][CH:24]=1>C1COCC1>[CH3:1][S:2][C:3]1[N:8]=[CH:7][N:6]=[C:5]([O:9][C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:26]([NH:25][C:21]3[CH:22]=[CH:23][CH:24]=[C:19]([C:18]([F:17])([F:28])[F:29])[CH:20]=3)=[O:27])=[CH:12][CH:11]=2)[CH:4]=1

Komponenten

4

Edukt 2

HCID 94833-(Trifluoromethyl)phenyl isocyanateHCID 675239014-(6-Methylsulfanyl-pyrimidin-4-yloxy)-phenylamine

Produkt 1

HCID 675239161-[4-(6-Methylsulfanyl-pyrimidin-4-yloxy)-phenyl]-3-(3-trifluoromethyl-phenyl)-ureaAusbeute 76,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A solution of 4-(6-methylsulfanyl-pyrimidin-4-yloxy)-phenylamine (1.3 g, 5.5 mmol) in THF (24 ml) is cooled to 0° C. A solution of 3-(trifluoromethyl)phenyl isocyanate (790 μl, 5.5 mmol) in THF (24 ml) is added and stirring is continued overnight at r.t. The solvent is evaporated and the crude product is purified by silica gel chromatography using an ethyl acetate/heptane eluent (1:1) to give 1.76 g (75%) of a white powder.

Aufarbeitung

  1. customThe solvent is evaporated
  2. customthe crude product is purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-989e36c012ac4987971902c61af8de1c
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08080552B2

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