2-Bromo-3-[2-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]-5-pyridyl]propionitrile → HCID 10947586, Verbindung

HRID 233284

Reaktionsgleichung

Reaktionsgleichung von HRID 233284
Br[CH:2]([CH2:5][C:6]1[CH:7]=[CH:8][C:9]([O:12][CH2:13][CH2:14][C:15]2[N:16]=[C:17]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[O:18][C:19]=2[CH3:20])=[N:10][CH:11]=1)[C:3]#[N:4]>[C].[Pd].O1CCOCC1>[CH3:20][C:19]1[O:18][C:17]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)=[N:16][C:15]=1[CH2:14][CH2:13][O:12][C:9]1[CH:8]=[CH:7][C:6]([CH2:5][CH2:2][C:3]#[N:4])=[CH:11][N:10]=1

Komponenten

4

Edukt 1

HCID 109385272-Bromo-3-[2-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]-5-pyridyl]propionitrile

Produkt 1

HCID 10947586HCID 10947586, VerbindungAusbeute 80,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A mixture of 2-bromo-3-[2-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]-5-pyridyl]propionitrile (2.0 g), palladium-carbon (5%, 0.2 g) and dioxane (30 ml) was subjected to catalytic reduction under 1 atmospheric pressure at room temperature. The catalyst was filtered off, then the filtrate was concentrated under reduced pressure. The concentrate was subjected to a silica gel column chromatography. From the fractions eluted with ethyl acetate--hexane (2:3, v/v), was obtained 3-[2-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]-5-pyridyl]propionitrile (1.3 g, 78%), which was recrystallized from ethyl acetate--hexane to give colorless crystals, m.p.105°-106° C.

Aufarbeitung

  1. customwas subjected to catalytic reduction under 1 atmospheric pressure at room temperature
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. washFrom the fractions eluted with ethyl acetate--hexane (2:3

Quellen und Nachweise

ORD-Eintrag
ord-9231ce2499c54fd2b6de30bc07e4dd0f
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05591862

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