Ammonium Chloride → (R)-5-(5-Bromo-2-fluoro-phenyl)-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-ylamine

HRID 593342Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 593342
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:16])=[C:6]([C@@:8]2([CH3:15])[NH:13][C:12](=O)[CH2:11][O:10][CH2:9]2)[CH:7]=1.F[B-](F)(F)F.C[O+](C)C.[Cl-].[NH4+:27]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:16])=[C:6]([C@:8]2([CH3:15])[CH2:9][O:10][CH2:11][C:12]([NH2:27])=[N:13]2)[CH:7]=1

Komponenten

4

Edukt 3

HCID 25517Ammonium ChlorideHCID 2735153Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 58155287(R)-5-(5-bromo-2-fluoro-phenyl)-5-methyl-morpholin-3-one

Produkt 1

HCID 58155238(R)-5-(5-Bromo-2-fluoro-phenyl)-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-ylamine

Versuchsvorschrift

In analogy to step a) in the synthesis of building block D, the treatment of (R)-5-(5-bromo-2-fluoro-phenyl)-5-methyl-morpholin-3-one with trimethyloxonium tetrafluoroborate followed by the nucleophilic substitution with ammonium chloride yielded the title compound; its hydrochloride was obtained as a white solid (74%). Mass (calculated) C11H12BrFN2O [287.13]; (found) [M+H]+=287, [M+2+H]+=289.

Aufarbeitung

  1. customIn analogy to step a) in the synthesis of building block D

Quellen und Nachweise

ORD-Eintrag
ord-bf40da5472c84389931e2851fe2d0b75
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242943B2

Notizen zur Reaktion

Wird geladen…