Reaktion #492915

ord-bdf268b83e6141eab02956b0cb7a2297

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
O=C(O)c1cnc(OCC(F)F)cn1
5-(2,2-difluoro-ethoxy)-pyrazine-2-carboxylic acid
→
C[C@]1(c2cc(NC(=O)c3cnc(OCC(F)F)cn3)ccc2F)N=C(N)OC[C@@H]1F
title compound
C[C@]1(c2cc(NC(=O)c3cnc(OCC(F)F)cn3)ccc2F)N=C(N)OC[C@@H]1F
5-(2,2-Difluoro-ethoxy)-pyrazine-2-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
O=C(O)c1cnc(OCC(F)F)cn1
5-(2,2-difluoro-ethoxy)-pyrazine-2-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 5-(2,2-difluoro-ethoxy)-pyrazine-2-carboxylic acid (CAS 1174323-38-6; WO2009091016) following procedure I yielded the title compound as a white solid. MS (ISP): m/z=428.2 [M+H]+.

Quelle

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