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

HRID 2424664

Reaction equation

HRID 2424664 reaction equation
[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]

Participants

3

Reactant 2

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

Product 1

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

Procedure

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.

Sources & evidence

ORD record
ord-cafbb5b203e446a78326ca3971f3a66b
Source dataset
uspto-grants-2011_06
Patent number
US07964608B2

Linked notes

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