Phenacyl bromide → 1-(5-Bromo-4-(4-phenylthiazol-2-yl)pyridin-2-yl)-3-ethylurea

HRID 2243076Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2243076
[Br:1][C:2]1[C:3]([C:14](=[S:16])[NH2:15])=[CH:4][C:5]([NH:8][C:9]([NH:11][CH2:12][CH3:13])=[O:10])=[N:6][CH:7]=1.Br[CH2:18][C:19]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=O>C(#N)C>[Br:1][C:2]1[C:3]([C:14]2[S:16][CH:18]=[C:19]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[N:15]=2)=[CH:4][C:5]([NH:8][C:9]([NH:11][CH2:12][CH3:13])=[O:10])=[N:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 6259Phenacyl bromideHCID 59208439AZD7118 Bromo Thioamide2×

Produkt 1

HCID 592085041-(5-Bromo-4-(4-phenylthiazol-2-yl)pyridin-2-yl)-3-ethylureaAusbeute 84,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a mixture of 5-bromo-2-(3-ethylureido)pyridine-4-carbothioamide (Intermediate 42, 0.146 g, 0.48 mmol) in acetonitrile (3 mL), 2-bromo-1-phenylethanone (0.105 g, 0.53 mmol) was added and the reaction mixture was heated to 80° for 16 h. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The resulting solids were filtered and washed with acetonitrile to yield 164 mg of the title compound as an off-white solid.

Aufarbeitung

  1. additionwas added
  2. temperaturethe reaction mixture was heated to 80° for 16 h
  3. concentrationconcentrated under reduced pressure
  4. filtrationThe resulting solids were filtered
  5. washwashed with acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-5f795704f2194ca29e815cfebf151739
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07674801B2

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