2-(4-Isoproylamino-3-nitrophenyl)benzoxazole → 2-(2-Isopropylaminoanilin-5-yl)benzoxazole

HRID 74254Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 74254
[CH:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[O:12][C:13]3[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=3[N:15]=2)=[CH:7][C:6]=1[N+:20]([O-])=O)([CH3:3])[CH3:2].[H][H]>[C].[Pd].O1CCCC1>[CH:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[O:12][C:13]3[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=3[N:15]=2)=[CH:7][C:6]=1[NH2:20])([CH3:3])[CH3:2]

Komponenten

5

Edukt 2

HCID 674980622-(4-Isoproylamino-3-nitrophenyl)benzoxazoleHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 674987282-(2-Isopropylaminoanilin-5-yl)benzoxazoleAusbeute 91,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a tetrahydrofuran solution (5 mL) of 2-(4-isopropylamino-3-nitrophenyl)benzoxazole (see Working Example 80-1) (224 mg, 0.753 mmol) was added 10% palladium-carbon (40 mg), a hydrogen atmosphere was substituted in the flask, and this was stirred at room temperature for 15 hours. After the reaction was complete, this was filtered through Celite and the filtrate was concentrated. The residue obtained was purified by silica gel column chromatography to yield the title compound (184 mg, 91% yield).

Aufarbeitung

  1. filtrationthis was filtered through Celite
  2. concentrationthe filtrate was concentrated
  3. customThe residue obtained
  4. customwas purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-c8e3833fc24a433e9f5c15781aa1edf9
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829035B2

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