Reaktion #1704856

ord-8dfd30e9f1614c6f8fe39c475f83e30e

Reaktionsgleichung

Cc1ccccc1C(CC(=O)c1ccc(=O)n(C)c1)c1ccc(Br)cc1
5-[3-(4-bromo-phenyl)-3-o-tolyl-propionyl]-1-methyl-1H-pyridin-2-one
Cc1ccccc1C(CC(=O)c1ccc(=O)n(C)c1)c1ccc(Br)cc1
5-[3-(4-Bromo-phenyl)-3-o-tolyl-propionyl]-1-methyl-1H-pyridin-2-one
BrC1CCC1
cyclobutylbromide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cl.NO
hydroxylamine hydrochloride
O=C([O-])O.[Na+]
NaHCO3
→
Cc1ccccc1C(C/C(=N\O)c1ccc(=O)n(C2CCC2)c1)c1ccc(Br)cc1
title compound
Cc1ccccc1C(C/C(=N\O)c1ccc(=O)n(C2CCC2)c1)c1ccc(Br)cc1
5-{3-(4-Bromo-phenyl)-1-[(E)-hydroxyimino]-3-o-tolyl-propyl}-1-cyclobutyl-1H-pyridin-2-one

Edukte

Cc1ccccc1C(CC(=O)c1ccc(=O)n(C)c1)c1ccc(Br)cc1
5-[3-(4-bromo-phenyl)-3-o-tolyl-propionyl]-1-methyl-1H-pyridin-2-one
Cc1ccccc1C(CC(=O)c1ccc(=O)n(C)c1)c1ccc(Br)cc1
5-[3-(4-Bromo-phenyl)-3-o-tolyl-propionyl]-1-methyl-1H-pyridin-2-one
BrC1CCC1
cyclobutylbromide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cl.NO
hydroxylamine hydrochloride
O=C([O-])O.[Na+]
NaHCO3

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

In analogy to example 161, step 1, 5-[3-(4-bromo-phenyl)-3-o-tolyl-propionyl]-1-methyl-1H-pyridin-2-one (example 162, step 3) was reacted with cyclobutylbromide in the presence of potassium carbonate. The product of this reaction was reacted in analogy to example 151, step 3 with hydroxylamine hydrochloride in the presence of NaHCO3 to give the title compound as a colorless solid, MS (ESI+): m/z=465.2 [M+H]+.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08765730B2uspto-grants-2014_07