1,1,1-Trimethoxybutane → N-[2-(7-phenyl-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)-1,1-dimethylethyl]methanesulfonamide

HRID 9407

Reaktionsgleichung

Reaktionsgleichung von HRID 9407
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[NH:12][CH2:13][C:14]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])([CH3:16])[CH3:15])=[CH:9][CH:8]=[C:7]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH:6]=2.[C:28](OC)(OC)(OC)[CH2:29][CH2:30][CH3:31]>>[C:22]1([C:7]2[CH:8]=[CH:9][C:10]3[C:11]4[N:12]([CH2:13][C:14]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])([CH3:16])[CH3:15])[C:28]([CH2:29][CH2:30][CH3:31])=[N:1][C:2]=4[CH:3]=[N:4][C:5]=3[CH:6]=2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Komponenten

3

Edukt 2

HCID 1235121,1,1-TrimethoxybutaneHCID 21984142N-[2-(3-Amino-7-phenylquinolin-4-ylamino)-1,1-dimethylethyl]methanesulfonamide

Produkt 1

HCID 21984302N-[2-(7-phenyl-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)-1,1-dimethylethyl]methanesulfonamideAusbeute 81,8 %

Versuchsvorschrift

N-[2-(3-Amino-7-phenylquinolin-4-ylamino)-1,1-dimethylethyl]methanesulfonamide (2.20 g, 5.04 mmol) was treated with trimethyl orthobutyrate (0.90 mL, 5.5 mmol) according to the method described in Part G of Example 1. The chromatographic purification was carried out eluting with 92.5:7.5 dichloromethane:methanol to provide 1.8 g of N-[2-(7-phenyl-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)-1,1-dimethylethyl]methanesulfonamide as a tan solid.

Aufarbeitung

  1. customThe chromatographic purification
  2. washwas carried out eluting with 92.5:7.5 dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-b1f64bdf6e76463192b17da361ab9967
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091214B2

Verknüpfte Notizen

Wird geladen…