(4-Fluoro-3-methoxyphenyl)boronic acid → 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

HRID 2096752

Reaktionsgleichung

Reaktionsgleichung von HRID 2096752
Br[C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:28])[C:9]([C:15]2[CH:16]=[C:17]([F:27])[C:18]3[O:23][CH2:22][C:21](=[O:24])[N:20]([CH3:25])[C:19]=3[CH:26]=2)([OH:14])[C:10]([F:13])([F:12])[F:11])=[C:4]([Cl:29])[CH:3]=1.[F:30][C:31]1[CH:36]=[CH:35][C:34](B(O)O)=[CH:33][C:32]=1[O:40][CH3:41]>>[Cl:29][C:4]1[CH:3]=[C:2]([C:34]2[CH:35]=[CH:36][C:31]([F:30])=[C:32]([O:40][CH3:41])[CH:33]=2)[CH:7]=[CH:6][C:5]=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]

Komponenten

3

Edukt 2

HCID 44558185(4-Fluoro-3-methoxyphenyl)boronic acidHCID 866458686-[2-(4-bromo-2-chloro-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-8-fluoro-4-methyl-4H-benzo[1,4]oxazin-3-one

Produkt 1

HCID 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

Versuchsvorschrift

In analogy to Example 17, step 2, 6-[2-(4-bromo-2-chloro-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-8-fluoro-4-methyl-4H-benzo[1,4]oxazin-3-one (Example 45, step 3) was reacted with 4-fluoro-3-methoxyphenylboronic acid to give the title compound as a colorless foam. MS (m/e, ISP neg. ion)=540.3 [M−H+].

Quellen und Nachweise

ORD-Eintrag
ord-fffdc0d78d2547f79ea6f174035d35b1
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08450313B2

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