Cyclopentylamine → HCID 67251186, compound

HRID 533024Notes

Reaction equation

HRID 533024 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[CH:17]([CH3:19])[CH3:18])=[O:5])[CH3:2].[CH:20]1([NH2:25])[CH2:24][CH2:23][CH2:22][CH2:21]1>>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:25][CH:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1)=[CH:13][CH:12]=[CH:11][C:10]=2[CH:17]([CH3:19])[CH3:18])=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 2906CyclopentylamineHCID 18549709HCID 18549709, compound

Product 1

HCID 67251186HCID 67251186, compound

Procedure

4-Chloro-8-isopropyl-quinoline-3-carboxylic acid ethyl ester (250 mg, 0.9 mmol) was treated with cyclopentylamine following general procedure B to afford 4-cyclopentylamino-8-isopropyl-quinoline-3-carboxylic acid ethyl ester (240 mg). Thus obtained amino-ester was hydrolyzed to the corresponding acid using general procedure D and then transformed into the corresponding ethylamide (165 mg) following general procedure E.

Sources & evidence

ORD record
ord-0dd9a2ed556b43c28ca84a7afd1a84ec
Source dataset
uspto-grants-2014_10
Patent number
US08853226B2

Reaction notes

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