Phenylacetic Acid → N-[1-(Cyclopentylcarbonyl)-5-(4-ethylphenyl)piperidin-3-yl]-2-phenylacetamide

HRID 876296Notes

Reaction equation

HRID 876296 reaction equation
FC(F)(F)C(O)=O.[CH:8]1([C:13]([N:15]2[CH2:20][CH:19]([C:21]3[CH:26]=[CH:25][C:24]([CH2:27][CH3:28])=[CH:23][CH:22]=3)[CH2:18][CH:17]([NH2:29])[CH2:16]2)=[O:14])[CH2:12][CH2:11][CH2:10][CH2:9]1.[C:30]1([CH2:36][C:37](O)=[O:38])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[CH:8]1([C:13]([N:15]2[CH2:20][CH:19]([C:21]3[CH:22]=[CH:23][C:24]([CH2:27][CH3:28])=[CH:25][CH:26]=3)[CH2:18][CH:17]([NH:29][C:37](=[O:38])[CH2:36][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH2:16]2)=[O:14])[CH2:9][CH2:10][CH2:11][CH2:12]1

Participants

3

Reactant 2

HCID 999Phenylacetic AcidHCID 667013441-(Cyclopentylcarbonyl)-5-(4-ethylphenyl)piperidine-3-amine trifluoroacetate

Product 1

HCID 66701374N-[1-(Cyclopentylcarbonyl)-5-(4-ethylphenyl)piperidin-3-yl]-2-phenylacetamide

Procedure

57 mg (0.12 mmol) of 1-(cyclopentylcarbonyl)-5-(4-ethylphenyl)piperidine-3-amine trifluoroacetate (Example 8A) and 16 mg (0.12 mmol, 1.0 eq.) of phenylacetic acid were reacted according to General Method 1. Yield: 28 mg (58% of theory)

Sources & evidence

ORD record
ord-51cdd2e0ca3646a8bc54d02dea4b3eb9
Source dataset
uspto-grants-2015_03
Patent number
US08987248B2

Reaction notes

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