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

HRID 1384362Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1384362
[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

4

Edukt 3

HCID 6344DichloromethaneHCID 25134Boron tribromideHCID 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 mmol) 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-a5932720ac6e4698bae982caced219c7
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06258824B1

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