Cyclopentylamine → HCID 67250040, compound

HRID 2424671Notes

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

Participants

Reactant 2

HCID 2906Cyclopentylamine

HCID 728974ethyl 4,8-dichloroquinoline-3-carboxylate

Product 1

HCID 67250040HCID 67250040, compound

Procedure

4,8-Dichloro-quinoline-3-carboxylic acid ethyl ester (250 mg, 0.93 mmol) was treated with cyclopentylamine following general procedure B to afford 8-chloro-4-cyclopentylamino-quinoline-3-carboxylic acid ethyl ester (220 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 (165 mg) following general procedure E.

Sources & evidence

ORD record: ord-026dbc5cc886496fa8a1595e81468074
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07964608B2

Reaction notes

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