3-Methoxyaniline → 1-(Cyclopentylcarbonyl)-5-(4-ethylphenyl)-N-(3-methoxyphenyl)piperidine-3-carboxamide

HRID 876284Notes

Reaction equation

HRID 876284 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.[CH3:25][O:26][C:27]1[CH:28]=[C:29]([CH:31]=[CH:32][CH:33]=1)[NH2:30]>>[CH:1]1([C:6]([N:8]2[CH2:13][CH:12]([C:14]3[CH:15]=[CH:16][C:17]([CH2:20][CH3:21])=[CH:18][CH:19]=3)[CH2:11][CH:10]([C:22]([NH:30][C:29]3[CH:31]=[CH:32][CH:33]=[C:27]([O:26][CH3:25])[CH:28]=3)=[O:23])[CH2:9]2)=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 108243-MethoxyanilineHCID 461646851-(Cyclopentylcarbonyl)-5-(4-ethylphenyl)piperidine-3-carboxylic acid

Product 1

HCID 428653721-(Cyclopentylcarbonyl)-5-(4-ethylphenyl)-N-(3-methoxyphenyl)piperidine-3-carboxamide

Procedure

66 mg (0.20 mmol) of 1-(cyclopentylcarbonyl)-5-(4-ethylphenyl)piperidine-3-carboxylic acid (Example 7A) and 27 mg (0.22 mmol, 1.1 eq.) of 3-methoxyaniline were reacted according to General Method 1. Yield: 52 mg (60% of theory)

Sources & evidence

ORD record
ord-684de2849a77414d8ccc32318bc76f8c
Source dataset
uspto-grants-2015_03
Patent number
US08987248B2

Reaction notes

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