Reaktion #492908

ord-efb2ab3d43b048d8a795cba95fa7f421

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(C(F)F)cn1
5-difluoromethyl-pyrazine-2-carboxylic acid
→
C[C@]1(c2cc(NC(=O)c3cnc(C(F)F)cn3)ccc2F)N=C(N)OC[C@@H]1F
title compound
C[C@]1(c2cc(NC(=O)c3cnc(C(F)F)cn3)ccc2F)N=C(N)OC[C@@H]1F
5-Difluoromethyl-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(C(F)F)cn1
5-difluoromethyl-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-difluoromethyl-pyrazine-2-carboxylic acid (CAS 1174321-06-2, US2009209757) following procedure I yielded the title compound as a light yellow solid. MS (ISP): m/z=398.2 [M+H]+.

Quelle

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