2-(4-Chloro-2-(tetrahydropyran-4-yl)aminonitrobenzen-5-yl)benzoxazole → HCID 67498666, Verbindung

HRID 74295Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 74295
[Cl:1][C:2]1[C:7]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:6][C:5]([N+:17]([O-])=O)=[C:4]([NH:20][CH:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[CH:3]=1>[Fe].C(O)(=O)C>[Cl:1][C:2]1[C:7]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:6][C:5]([NH2:17])=[C:4]([NH:20][CH:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[CH:3]=1

Komponenten

4

Edukt 1

HCID 674991902-(4-Chloro-2-(tetrahydropyran-4-yl)aminonitrobenzen-5-yl)benzoxazole

Produkt 1

HCID 67498666HCID 67498666, VerbindungAusbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To 2-(4-chloro-2-(tetrahydropyran-4-yl)aminonitrobenzen-5-yl)benzoxazole (see Working Example 112-2) (0.10 g, 0.8 mmol) was added iron powder (0.33 g, 5.8 mmol) and acetic acid (50 mL), and this was heated to reflux for 2 hours. After the reaction solution cooled, this was filtered through Celite and concentrated, and the residue obtained was purified by silica gel column chromatography to yield the title compound (0.06 g, 65% yield) as a reddish-brown solid.

Aufarbeitung

  1. temperaturethis was heated
  2. temperatureto reflux for 2 hours
  3. temperatureAfter the reaction solution cooled
  4. filtrationthis was filtered through Celite
  5. concentrationconcentrated
  6. customthe residue obtained
  7. customwas purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-51ba33be36ca41aba9b8486e6733c2a6
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829035B2

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