m-Xylyl bromide → 6-[4-(3,3-Diphenyl-1-propyl)piperazin-1-yl]-2-(3-methylbenzyl)-2,3-dihydro-1H-isoindol-1-one

HRID 1370563Notes

Reaction equation

HRID 1370563 reaction equation
[C:1]1([CH:7]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:24]=[C:23]4[C:19]([CH2:20][NH:21][C:22]4=[O:25])=[CH:18][CH:17]=3)[CH2:12][CH2:11]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[C:36]([CH3:40])[CH:35]=1>>[C:26]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:8][CH2:9][N:10]2[CH2:11][CH2:12][N:13]([C:16]3[CH:24]=[C:23]4[C:19]([CH2:20][N:21]([CH2:33][C:34]5[CH:39]=[CH:38][CH:37]=[C:36]([CH3:40])[CH:35]=5)[C:22]4=[O:25])=[CH:18][CH:17]=3)[CH2:14][CH2:15]2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 12099m-Xylyl bromideHCID 185109312,3-Dihydro-6-[4-(3,3-diphenyl-1-propyl)piperazin-1-yl]-1H-isoindol-1-one

Product 1

HCID 185107816-[4-(3,3-Diphenyl-1-propyl)piperazin-1-yl]-2-(3-methylbenzyl)-2,3-dihydro-1H-isoindol-1-oneYield 101.3%

Procedure

In the same manner as in Example 51, the title compound (48 mg) was prepared from the compound (50 mg) obtained in Example 50 and a-bromo-m-xylene (17 mg).

Sources & evidence

ORD record
ord-3e87922bfe4b4245b069bf21da8a460a
Source dataset
uspto-grants-2003_06
Patent number
US06583144B2

Reaction notes

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