Dichloromethane → 6-[(5-Chloro-thiophen-2-yl)-hydroxy-(3-methyl-3h-imidazol-4-yl)-methyl]-4-(3-hydroxy-phenyl)-1-methyl-1h-quinolin-2-one

Reaktionsgleichung

[Cl:1][C:2]1[S:6][C:5]([C:7]([OH:33])([C:27]2[N:28]([CH3:32])[CH:29]=[N:30][CH:31]=2)[C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[NH:14][C:13](=[O:18])[CH:12]=[C:11]3[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([O:25]C)[CH:20]=2)=[CH:4][CH:3]=1.B(Br)(Br)Br.[CH2:38](Cl)Cl>>[Cl:1][C:2]1[S:6][C:5]([C:7]([OH:33])([C:27]2[N:28]([CH3:32])[CH:29]=[N:30][CH:31]=2)[C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[N:14]([CH3:38])[C:13](=[O:18])[CH:12]=[C:11]3[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([OH:25])[CH:20]=2)=[CH:4][CH:3]=1

Komponenten

Edukt 3

HCID 6344Dichloromethane

HCID 25134Boron tribromide

HCID 224654366-[(5-Chloro-thiophen-2-yl)-hydroxy-(3-methyl-3h-imidazol-4-yl)-methyl]-4-(3-methoxy-phenyl)-1h-quinolin-2-one

Produkt 1

HCID 224653946-[(5-Chloro-thiophen-2-yl)-hydroxy-(3-methyl-3h-imidazol-4-yl)-methyl]-4-(3-hydroxy-phenyl)-1-methyl-1h-quinolin-2-oneAusbeute 67 %

Versuchsvorschrift

Following the same procedure as that described in Example 34A, the title compound of example 31 (100 mg, 0.203 mmol0 was treated with BBr3 in CH2Cl2 (1M, 1.02 ml, 1.02 mmol) to give the title compound (64 mg, 67% yield).

Quellen und Nachweise

ORD-Eintrag: ord-034c97ca203e42caad32e8623d4bcc73
Quelldatensatz: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06710209B2

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