Pivalic acid → N-[1-(Cyclopentylcarbonyl)-5-(4-ethylphenyl)piperidin-3-yl]-2,2-dimethylpropanamide

HRID 876297

Reaction equation

HRID 876297 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](O)(=[O:35])[C:31]([CH3:34])([CH3:33])[CH3:32]>>[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:30](=[O:35])[C:31]([CH3:34])([CH3:33])[CH3:32])[CH2:16]2)=[O:14])[CH2:9][CH2:10][CH2:11][CH2:12]1

Participants

3

Reactant 2

HCID 6417Pivalic acidHCID 667013441-(Cyclopentylcarbonyl)-5-(4-ethylphenyl)piperidine-3-amine trifluoroacetate

Product 1

HCID 66701444N-[1-(Cyclopentylcarbonyl)-5-(4-ethylphenyl)piperidin-3-yl]-2,2-dimethylpropanamide

Procedure

99 mg (0.20 mmol) of 1-(cyclopentylcarbonyl)-5-(4-ethylphenyl)piperidine-3-amine trifluoroacetate (Example 8A) and 20 mg (0.20 mmol, 1.0 eq.) of pivalic acid were reacted according to General Method 1. Yield: 56 mg (73% of theory)

Sources & evidence

ORD record
ord-ad784f4a5d864057938711bfca96f4d9
Source dataset
uspto-grants-2015_03
Patent number
US08987248B2

Linked notes

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