Reaktion #492902

ord-e15c5c867d364cc48dcddab2c4d6bc86

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)c1ncc(C(F)(F)F)cc1Cl
3-chloro-5-trifluoromethyl-pyridine-2-carboxylic acid
→
C[C@]1(c2cc(NC(=O)c3ncc(C(F)(F)F)cc3Cl)ccc2F)N=C(N)OC[C@@H]1F
title compound
C[C@]1(c2cc(NC(=O)c3ncc(C(F)(F)F)cc3Cl)ccc2F)N=C(N)OC[C@@H]1F
3-Chloro-5-trifluoromethyl-pyridine-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)c1ncc(C(F)(F)F)cc1Cl
3-chloro-5-trifluoromethyl-pyridine-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 3-chloro-5-trifluoromethyl-pyridine-2-carboxylic acid (CAS 80194-68-9) following procedure I yielded the title compound as a white foam. MS (ISP): m/z=449.1 [M+H]+.

Quelle

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