Boron tribromide → HCID 11531195, Verbindung

HRID 1766059Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1766059
[C:1]([NH:5][C:6]([C:8]1[S:26][C:11]2[N:12]=[C:13]([S:24][CH3:25])[N:14]=[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([O:22]C)[CH:17]=3)[C:10]=2[C:9]=1[NH2:27])=[O:7])([CH3:4])([CH3:3])[CH3:2].B(Br)(Br)Br.C([O-])(O)=O.[Na+]>C(Cl)Cl>[C:1]([NH:5][C:6]([C:8]1[S:26][C:11]2[N:12]=[C:13]([S:24][CH3:25])[N:14]=[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([OH:22])[CH:17]=3)[C:10]=2[C:9]=1[NH2:27])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 3

HCID 25134Boron tribromideHCID 516892Sodium BicarbonateHCID 9887381Org-41841

Produkt 1

HCID 11531195HCID 11531195, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

tert-Butyl 5-amino-2-methylthio-4-(3-methoxyphenyl)-thieno[2,3-d]pyrimidine-6-carboxamide (example 1e, 1.8 g) was dissolved in dry CH2Cl2 (30 ml) and the resulting solution was cooled down to 0° C. A solution of boron tribromide (1.28 ml) in dry CH2Cl2 (30 ml) was added dropwise and the mixture was stirred overnight at room temperature. Sat. aq. NaHCO3 was added dropwise to the reaction mixture until cessation of the exothermic reaction. Thereafter, CH2Cl2 was removed from the mixture by evaporation and a large amount of EtOAc was added. The organic layer was washed with sat. aq. NaHCO3, dried (MgSO4) and concentrated in vacuo.

Aufarbeitung

  1. customThereafter, CH2Cl2 was removed from the mixture by evaporation
  2. additiona large amount of EtOAc was added
  3. washThe organic layer was washed with sat. aq. NaHCO3
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-a7911500208f46019c1557b1841c299a
Quelldatensatz
uspto-grants-2007_06
Patentnummer
US07229990B2

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