Boron tribromide → 4-(5-Chlorooxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenol

HRID 1027713Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1027713
[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[N:10]=[C:9]([C:11]3[CH:16]=[C:15]([CH3:17])[C:14]([O:18]C)=[C:13]([CH3:20])[CH:12]=3)[O:8][C:6]=2[N:7]=1.B(Br)(Br)Br.C(=O)(O)[O-].[Na+]>ClCCl>[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[N:10]=[C:9]([C:11]3[CH:12]=[C:13]([CH3:20])[C:14]([OH:18])=[C:15]([CH3:17])[CH:16]=3)[O:8][C:6]=2[N:7]=1

Komponenten

5

Edukt 3

HCID 25134Boron tribromide2×HCID 516892Sodium BicarbonateHCID 866759545-Chloro-2-(4-methoxy-3,5-dimethylphenyl)oxazolo[5,4-d]pyrimidine

Produkt 1

HCID 1363977474-(5-Chlorooxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenolAusbeute 87,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel3×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution of 1.2 g of 5-chloro-2-(4-methoxy-3,5-dimethylphenyl)oxazolo[5,4-d]pyrimidine in 42 ml of dichloromethane was cooled to 0° C., and 10 ml of a 1 M solution of boron tribromide in dichloromethane were added over a period of 10 min. The mixture was stirred at 0° C. for 1 h, and a further 3 ml of a 1 M solution of boron tribromide in dichloromethane were then added. After another hour of stirring, 20 ml of saturated aqueous sodium bicarbonate solution were added slowly. The precipitate was filtered off and washed with water, which gave 1 g of the title compound.

Aufarbeitung

  1. stirringAfter another hour of stirring
  2. filtrationThe precipitate was filtered off
  3. washwashed with water, which

Quellen und Nachweise

ORD-Eintrag
ord-495f2da19e164332829d779c679c3f6a
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08735402B2

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