3-Pentanamine → 4-(1-Ethyl-propylamino)-8-methoxy-quinoline-3-carboxylic acid ethyl ester

HRID 1752677

Reaktionsgleichung

Reaktionsgleichung von HRID 1752677
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1Cl)=[CH:13][CH:12]=[CH:11][C:10]=2[O:17][CH3:18])=[O:5])[CH3:2].[CH2:19]([CH:21]([NH2:24])[CH2:22][CH3:23])[CH3:20]>>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:24][CH:21]([CH2:22][CH3:23])[CH2:19][CH3:20])=[CH:13][CH:12]=[CH:11][C:10]=2[O:17][CH3:18])=[O:5])[CH3:2]

Komponenten

3

Edukt 2

HCID 120193-PentanamineHCID 3045573-Quinolinecarboxylic acid, 4-chloro-8-methoxy-, ethyl ester

Produkt 1

HCID 672504814-(1-Ethyl-propylamino)-8-methoxy-quinoline-3-carboxylic acid ethyl ester

Versuchsvorschrift

4-Chloro-8-methoxy-quinoline-3-carboxylic acid ethyl ester (250 mg, 0.94 mmol) was treated with 1-ethyl-propylamine following general procedure B to afford 4-(1-ethyl-propylamino)-8-methoxy-quinoline-3-carboxylic acid ethyl ester (240 mg). Thus obtained amino-ester was hydrolyzed to the corresponding acid in quantitative yield using general procedure D and then transformed into the corresponding ethylamide (160 mg) following general procedure E.

Quellen und Nachweise

ORD-Eintrag
ord-77182a2e03934c4aa4d9f38edc66367c
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09163022B2

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