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

HRID 362924Notes

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]([NH2:39])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38].C[CH2:41][OH:42]>>[CH2:31]([NH:39][C:41](=[O:42])[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][CH2:35][CH2:36][CH2:37][CH3:38]

Participants

Reactant 3

HCID 702Ethanol

HCID 8143Octylamine

HCID 675948192-amino-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamide

Product 1

HCID 675961552-(N'-n-Octylureido)-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamideYield 72.1%

Procedure

{2-amino-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamide and n-octylamine}: yield 72.1%; mp 155°-157° C. (EtOH); 1H NMR (DMSO-d6)ppm: 0.86 (3H, t), 1.25-1.83 (19H, m), 2.79 (2H, d), 3.01 (2H, dd), 3.15 (2H, t), 4.26 (1H, s), 6.91 (1H, t), 7.13-7.41 (12H, m), 7.57 (1H, d), 8.21 (1H, d), 8.58 (1H, t), 9.95 (1H, s).

Sources & evidence

ORD record: ord-e08b26535cf5447e83f38d3fc1427cfc
Source dataset: uspto-grants-1999_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05872115

Reaction notes

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