Cyclopentylamine → HCID 67250881, compound

HRID 1752686Notes

Reaction equation

HRID 1752686 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[CH2:17][CH2:18][CH3:19])=[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[CH2:17][CH2:18][CH3:19])=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 2906CyclopentylamineHCID 61514490HCID 61514490, compound

Product 1

HCID 67250881HCID 67250881, compound

Procedure

4-Chloro-8-propyl-quinoline-3-carboxylic acid ethyl ester (250 mg, 0.9 mmol) was treated with cyclopentylamine following general procedure B to afford 4-cyclopentylamino-8-propyl-quinoline-3-carboxylic acid ethyl ester (260 mg). Thus obtained amino-ester was hydrolyzed to the corresponding acid using general procedure D and then transformed into the corresponding ethylamide (170 mg) following general procedure E.

Sources & evidence

ORD record
ord-1ef32d0f290642fdbbcb75a5ea27cf6a
Source dataset
uspto-grants-2015_10
Patent number
US09163022B2

Reaction notes

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