Water → 2-(4-Chloro-2-(tetrahydropyran-4-yl)aminonitrobenzen-5-yl)benzoxazole

HRID 74294Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 74294
[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-:19])=[O:18])=[C:4](F)[CH:3]=1.[NH2:21][CH:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1.O>C(#N)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]([N+:17]([O-:19])=[O:18])=[C:4]([NH:21][CH:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[CH:3]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 4192234-AminotetrahydropyranHCID 674987962-(4-Chloro-2-fluoronitrobenzen-5-yl)benzoxazole

Produkt 1

HCID 674991902-(4-Chloro-2-(tetrahydropyran-4-yl)aminonitrobenzen-5-yl)benzoxazoleAusbeute 21 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a suspension of 2-(4-chloro-2-fluoronitrobenzen-5-yl)benzoxazole (see Working Example 112-1) (0.38 g, 1.3 mmol) in acetonitrile (8 mL) was added 4-aminotetrahydropyran (0.30 g, 2.9 mmol), and this was heated to reflux for 2 hours. After the reaction was complete, this was cooled to room temperature, water was added, and the precipitated crystals were filtered. The crystals obtained were purified by silica gel column chromatography to yield the title compound (0.10 g, 21% yield) as brown crystals.

Aufarbeitung

  1. temperaturethis was heated
  2. temperatureto reflux for 2 hours
  3. filtrationthe precipitated crystals were filtered
  4. customThe crystals obtained
  5. customwere purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-f2b515ed9ff24eb585bd659ce4125e1c
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829035B2

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