2-{2-[4-(2-Bromo-ethyl)-phenyl]-ethyl}-isoindole-1,3-dione → 2-[2-(4-{2-[4-({3-[hydroxy(diphenyl)methyl]-1H-1,2,4-triazol-1-yl}methyl)piperidin-1-yl]ethyl}phenyl)ethyl]-1H-isoindole-1,3(2H)-dione

HRID 2383386Notes

Reaction equation

HRID 2383386 reaction equation
[C:1]1([C:7]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([C:9]2[N:13]=[CH:12][N:11]([CH2:14][CH:15]3[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]3)[N:10]=2)[OH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:28][CH2:29][C:30]1[CH:35]=[CH:34][C:33]([CH2:36][CH2:37][N:38]2[C:46](=[O:47])[C:45]3[C:40](=[CH:41][CH:42]=[CH:43][CH:44]=3)[C:39]2=[O:48])=[CH:32][CH:31]=1>>[OH:8][C:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:9]1[N:13]=[CH:12][N:11]([CH2:14][CH:15]2[CH2:16][CH2:17][N:18]([CH2:28][CH2:29][C:30]3[CH:31]=[CH:32][C:33]([CH2:36][CH2:37][N:38]4[C:46](=[O:47])[C:45]5[C:40](=[CH:41][CH:42]=[CH:43][CH:44]=5)[C:39]4=[O:48])=[CH:34][CH:35]=3)[CH2:19][CH2:20]2)[N:10]=1

Participants

3

Reactant 2

HCID 591459472-{2-[4-(2-Bromo-ethyl)-phenyl]-ethyl}-isoindole-1,3-dioneHCID 59145965Diphenyl[1-(piperidin-4-ylmethyl)-1H-1,2,4-triazol-3-yl]methanol

Product 1

HCID 591459442-[2-(4-{2-[4-({3-[hydroxy(diphenyl)methyl]-1H-1,2,4-triazol-1-yl}methyl)piperidin-1-yl]ethyl}phenyl)ethyl]-1H-isoindole-1,3(2H)-dioneYield 71%

Procedure

The title compound was prepared from diphenyl[1-(piperidin-4-ylmethyl)-1H-1,2,4-triazol-3-yl]methanol (Preparation 26, 778 mg, 2.23 mmol) and 2-{2-[4-(2-bromoethyl)phenyl]ethyl}-1H-isoindole-1,3(2H)-dione (Preparation 11, 800 mg, 2.23 mmol) using the same method as described in preparation 12, to give a white solid, in 71% yield, 1.00 g.

Workup

  1. customas described in preparation 12
  2. customto give a white solid

Sources & evidence

ORD record
ord-2eed8fb371494c6482a2506a23f447e0
Source dataset
uspto-grants-2012_09
Patent number
US08263623B2

Reaction notes

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