Reaktion #492914

ord-9c1dddec40c04694a5db672411002dd5

Reaktionsgleichung

C[C@]1(c2cc(N)ccc2F)N=C(N)OC[C@@H]1F
(4R,5R)-4-(5-amino-2-fluoro-phenyl)-5-fluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine
Cc1cc(C(=O)O)c(C)o1
2,5-dimethyl-furan-3-carboxylic acid
→
Cc1cc(C(=O)Nc2ccc(F)c([C@@]3(C)N=C(N)OC[C@@H]3F)c2)c(C)o1
title compound
Cc1cc(C(=O)Nc2ccc(F)c([C@@]3(C)N=C(N)OC[C@@H]3F)c2)c(C)o1
2,5-Dimethyl-furan-3-carboxylic acid [3-((4R,5R)-2-amino-5-fluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

Edukte

C[C@]1(c2cc(N)ccc2F)N=C(N)OC[C@@H]1F
(4R,5R)-4-(5-amino-2-fluoro-phenyl)-5-fluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine
Cc1cc(C(=O)O)c(C)o1
2,5-dimethyl-furan-3-carboxylic acid

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The condensation of (4R,5R)-4-(5-amino-2-fluoro-phenyl)-5-fluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (intermediate A8.2) and 2,5-dimethyl-furan-3-carboxylic acid (CAS 636-44-2) following procedure I yielded the title compound as a white solid. MS (ISP): m/z=364.3 [M+H]+.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08754075B2uspto-grants-2014_06