Ethanol → 2-(N'-n-Pentylureido)-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamide

HRID 362922Notes

Reaction equation

HRID 362922 reaction equation
[NH2:1][C:2]1[CH:30]=[CH:29][CH:28]=[CH:27][C:3]=1[C:4]([NH:6][CH2:7][CH:8]1[CH2:13][CH2:12][N:11]([CH:14]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:5].[CH2:31]([NH2:36])[CH2:32][CH2:33][CH2:34][CH3:35].C[CH2:38][OH:39]>>[CH2:31]([NH:36][C:38](=[O:39])[NH:1][C:2]1[CH:30]=[CH:29][CH:28]=[CH:27][C:3]=1[C:4]([NH:6][CH2:7][CH:8]1[CH2:9][CH2:10][N:11]([CH:14]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:12][CH2:13]1)=[O:5])[CH2:32][CH2:33][CH2:34][CH3:35]

Participants

4

Reactant 3

HCID 702EthanolHCID 8060PentylamineHCID 675948192-amino-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamide

Product 1

HCID 675948992-(N'-n-Pentylureido)-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamideYield 29.9%

Procedure

{2-amino-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamide and n-pentylamine}:yield 29.9%; mp 178°-180° C. (EtOH); 1NMR (DMSO-d6)ppm: 0.86 (3H, t), 1.24-1.83 (13H, m), 2.79 (2H, d), 2.96 (2H, dd), 3.15 (2H, t, ), 4.26 (1H, s), 6.91 (1H, t), 7.13-7.41 (12H, m), 7.57 (1H, d), 8.22 (1H, d), 8.58 (1H, t), 9.93 (1H, s).

Sources & evidence

ORD record
ord-6a5ae23565914335ae1bd75935ee96e2
Source dataset
uspto-grants-1999_02
Patent number
US05872115

Reaction notes

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