3-Fluoroaniline → 1-(Cyclopentylcarbonyl)-5-(4-ethylphenyl)-N-(3-fluorophenyl)piperidine-3-carboxamide

HRID 876283Notes

Reaction equation

HRID 876283 reaction equation
[CH:1]1([C:6]([N:8]2[CH2:13][CH:12]([C:14]3[CH:19]=[CH:18][C:17]([CH2:20][CH3:21])=[CH:16][CH:15]=3)[CH2:11][CH:10]([C:22](O)=[O:23])[CH2:9]2)=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[F:25][C:26]1[CH:27]=[C:28]([CH:30]=[CH:31][CH:32]=1)[NH2:29]>>[CH:1]1([C:6]([N:8]2[CH2:13][CH:12]([C:14]3[CH:19]=[CH:18][C:17]([CH2:20][CH3:21])=[CH:16][CH:15]=3)[CH2:11][CH:10]([C:22]([NH:29][C:28]3[CH:30]=[CH:31][CH:32]=[C:26]([F:25])[CH:27]=3)=[O:23])[CH2:9]2)=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 97423-FluoroanilineHCID 461646851-(Cyclopentylcarbonyl)-5-(4-ethylphenyl)piperidine-3-carboxylic acid

Product 1

HCID 667013601-(Cyclopentylcarbonyl)-5-(4-ethylphenyl)-N-(3-fluorophenyl)piperidine-3-carboxamide

Procedure

66 mg (0.20 mmol) of 1-(cyclopentylcarbonyl)-5-(4-ethylphenyl)piperidine-3-carboxylic acid (Example 7A) and 24 mg (0.22 mmol, 1.1 eq.) of 3-fluoroaniline were reacted according to General Method 1. Yield: 38 mg (45% of theory)

Sources & evidence

ORD record
ord-7649f1979eca4dd38435f884518b6515
Source dataset
uspto-grants-2015_03
Patent number
US08987248B2

Reaction notes

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