Boron tribromide → 6-[2-(3-Chloro-4'-fluoro-3'-hydroxy-biphenyl-4-yl)-1-hydroxy-1-trifluoromethyl-propyl]-8-fluoro-4-methyl-4H-benzo[1,4]oxazin-3-one

HRID 2386734

Reaktionsgleichung

Reaktionsgleichung von HRID 2386734
[Cl:1][C:2]1[CH:3]=[C:4]([C:29]2[CH:34]=[CH:33][C:32]([F:35])=[C:31]([O:36]C)[CH:30]=2)[CH:5]=[CH:6][C:7]=1[CH:8]([CH3:28])[C:9]([C:15]1[CH:16]=[C:17]([F:27])[C:18]2[O:23][CH2:22][C:21](=[O:24])[N:20]([CH3:25])[C:19]=2[CH:26]=1)([OH:14])[C:10]([F:13])([F:12])[F:11].B(Br)(Br)Br>>[Cl:1][C:2]1[CH:3]=[C:4]([C:29]2[CH:34]=[CH:33][C:32]([F:35])=[C:31]([OH:36])[CH:30]=2)[CH:5]=[CH:6][C:7]=1[CH:8]([CH3:28])[C:9]([C:15]1[CH:16]=[C:17]([F:27])[C:18]2[O:23][CH2:22][C:21](=[O:24])[N:20]([CH3:25])[C:19]=2[CH:26]=1)([OH:14])[C:10]([F:13])([F:11])[F:12]

Komponenten

3

Edukt 2

HCID 25134Boron tribromideHCID 866458696-[2-(3-Chloro-4'-fluoro-3'-methoxy-biphenyl-4-yl)-1-hydroxy-1-trifluoromethyl-propyl]-8-fluoro-4-methyl-4H-benzo[1,4]oxazin-3-one

Produkt 1

HCID 866458706-[2-(3-Chloro-4'-fluoro-3'-hydroxy-biphenyl-4-yl)-1-hydroxy-1-trifluoromethyl-propyl]-8-fluoro-4-methyl-4H-benzo[1,4]oxazin-3-one

Versuchsvorschrift

In analogy to Example 1, step 4, 6-[2-(3-chloro-4′-fluoro-3′-methoxy-biphenyl-4-yl)-1-hydroxy-1-trifluoromethyl-propyl]-8-fluoro-4-methyl-4H-benzo[1,4]oxazin-3-one was reacted with BBr3 to give the title compound as a light yellow oil. MS (m/e, ISP neg. ion)=526.2 [M−H+].

Quellen und Nachweise

ORD-Eintrag
ord-f3e361c1573a41febf077b9089a2754c
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08268820B2

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