Pivalic acid → 1-(2,2-dimethylpropanoyl)-5-(4-ethylphenyl)-N-phenylpiperidine-3-carboxamide

HRID 876265Notes

Reaction equation

HRID 876265 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][NH:13][CH2:12][CH:11]([C:15]([NH:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[O:16])[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2].[C:24](O)(=[O:29])[C:25]([CH3:28])([CH3:27])[CH3:26]>>[CH3:26][C:25]([CH3:28])([CH3:27])[C:24]([N:13]1[CH2:14][CH:9]([C:6]2[CH:5]=[CH:4][C:3]([CH2:1][CH3:2])=[CH:8][CH:7]=2)[CH2:10][CH:11]([C:15]([NH:17][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[O:16])[CH2:12]1)=[O:29]

Participants

3

Reactant 2

HCID 6417Pivalic acidHCID 667015535-(4-ethylphenyl)-N-phenylpiperidine-3-carboxamide

Product 1

HCID 469313081-(2,2-dimethylpropanoyl)-5-(4-ethylphenyl)-N-phenylpiperidine-3-carboxamide

Procedure

68 mg (0.20 mmol) of 5-(4-ethylphenyl)-N-phenylpiperidine-3-carboxamide (Example 17A) and 22 mg (0.22 mmol, 1.1 eq.) of pivalic acid were reacted according to General Method 1. Yield: 37 mg (34% of theory)

Sources & evidence

ORD record
ord-5c634a2a35984d0d977c9af59ad9dcce
Source dataset
uspto-grants-2015_03
Patent number
US08987248B2

Reaction notes

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