Water → 2-(2,5-dimethyl-1H-indol-3-yl)-benzoxazole

HRID 418430Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 418430
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[CH:8][C:7]([CH3:11])=[CH:6][CH:5]=2.Cl[C:13]1[O:14][CH:15]=[CH:16][N:17]=1.CN1[C:23](=O)[CH2:22][CH2:21][CH2:20]1.O>CCOC(C)=O>[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[C:13]1[O:14][C:15]3[CH:23]=[CH:22][CH:21]=[CH:20][C:16]=3[N:17]=1)=[CH:8][C:7]([CH3:11])=[CH:6][CH:5]=2

Komponenten

6

Edukt 4

HCID 962WaterHCID 13387N-methyl-2-pyrrolidoneHCID 709652,5-Dimethyl-1H-indoleHCID 133710742-Chloro-1,3-oxazole

Produkt 1

HCID 684575182-(2,5-dimethyl-1H-indol-3-yl)-benzoxazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

2,5-dimethyl indole (0.3 g), 2-chlorooxazole (0.47 g) and NMP (2 ml) were heated in a microwave at 100 watts for 20 min at 160° C. Water ane EtOAc were added and separated, the aqueous phase was re-extracted with EtOAc (×4). The combined organic extracts were dried (MgSO4) and concentrated in vacuo. The precipitate was triturated with EtOAc then recrystallised from methanol to give the title compound (0.19 g).

Aufarbeitung

  1. customseparated
  2. extractionthe aqueous phase was re-extracted with EtOAc (×4)
  3. dry with materialThe combined organic extracts were dried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. customThe precipitate was triturated with EtOAc
  6. customthen recrystallised from methanol

Quellen und Nachweise

ORD-Eintrag
ord-1c7720cdc9f248b9ade995052acb0d4c
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08093278B2

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