Methyl bromoacetate → [4-(3-Benzo[d]isoxazolylimino)-1-(4H)-pyridinyl]-acetic acid methyl ester hydrobromide

HRID 2149

Reaktionsgleichung

Reaktionsgleichung von HRID 2149
[N:1]1[CH:6]=[CH:5][C:4]([NH:7][C:8]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[O:10][N:9]=2)=[CH:3][CH:2]=1.[Br:17][CH2:18][C:19]([O:21][CH3:22])=[O:20]>C(#N)C>[BrH:17].[CH3:22][O:21][C:19](=[O:20])[CH2:18][N:1]1[CH:2]=[CH:3][C:4](=[N:7][C:8]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[O:10][N:9]=2)[CH:5]=[CH:6]1

Komponenten

4

Edukt 2

HCID 60984Methyl bromoacetateHCID 98372191,2-Benzisoxazol-3-amine, N-4-pyridinyl-

Produkt 1

HCID 70280625[4-(3-Benzo[d]isoxazolylimino)-1-(4H)-pyridinyl]-acetic acid methyl ester hydrobromideAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of 3-(4-pyridinylamino)-1,2-benzisoxazole (0.9 g, 4.3 mmol) and methyl bromoacetate (0.44 mL, 1.1 eq) in acetonitrile (25 mL) was heated at reflux for one hour. The mixture was then allowed to cool to room temperature and the precipitated product was collected by filtration. The white solid was washed with diethyl ether and dried under vacuum to provide the title compound (1.1 g, 70%), mp 235-236° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for one hour
  3. filtrationthe precipitated product was collected by filtration
  4. washThe white solid was washed with diethyl ether
  5. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-dc610c599a6a47cbbab5dcc6ac8c553a
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05728717

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