2-Bromobenzyl bromide → Ethyl 4-(4-(2-Bromobenzyl)piperazin-1-yl)benzoate

HRID 1750729Notes

Reaction equation

HRID 1750729 reaction equation
[N:1]1([C:7]2[CH:17]=[CH:16][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:9][CH:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[Br:18][C:19]1[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=1[CH2:21]Br.C(N(C(C)C)CC)(C)C>C(#N)C>[Br:18][C:19]1[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=1[CH2:21][N:4]1[CH2:3][CH2:2][N:1]([C:7]2[CH:8]=[CH:9][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:16][CH:17]=2)[CH2:6][CH2:5]1

Participants

5

Reactant 3

HCID 769652-Bromobenzyl bromideHCID 81531DiisopropylethylamineHCID 2761178Ethyl 4-(piperazin-1-yl)benzoate

Product 1

HCID 16109102Ethyl 4-(4-(2-Bromobenzyl)piperazin-1-yl)benzoate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of Example 4A (23.43 g, 100.0 mmol), 2-bromobenzyl bromide (26.24 g, 105.0 mmol) and diisopropylethylamine (20.94 mL, 120.0 mmol) in acetonitrile (200 mL) was stirred at room temperature for two hours. The resulting precipitate was collected by filtration to give the desired product, which was used without further purification.

Workup

  1. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-c6ca4aa9caf348d09eed9f7b90a67c24
Source dataset
uspto-grants-2015_10
Patent number
US09156856B2

Reaction notes

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