1,4-Dibromobutane → HCID 11683103, compound

HRID 2167066Notes

Reaction equation

HRID 2167066 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([NH:12][CH2:13][CH2:14][CH2:15][N:16]3[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][CH2:24][NH:25][C:26]4[C:35]5[C:30](=[CH:31]C(Cl)=CC=5)N=CC=4)[CH2:18][CH2:17]3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.BrCCCCBr.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([NH:12][CH2:13][CH2:14][CH2:15][N:16]3[CH2:17][CH2:18][N:19]([CH2:22][CH2:23][CH2:24][N:25]4[CH2:31][CH2:30][CH2:35][CH2:26]4)[CH2:20][CH2:21]3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 80561,4-DibromobutaneHCID 11430Potassium CarbonateHCID 11670888HCID 11670888, compound

Product 1

HCID 11683103HCID 11683103, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 1,4-bis{3-[N-(7-chloroquinolin-4-yl)amino]propyl}piperazine described in example 1 (0.15 g, 0.41 mmol), 1,4-dibromobutane (0.06 mL, 0.5 mmol) in DMF (5 mL), K2CO3 (287 mg, 2.07 mmol) is added. After stirring the mixture at room temperature for 48 h, the solvent was removed under reduced pressure. The residue was solubilized in CH2Cl2, washed with NaHCO3 1M and dried over MgSO4. Crude compound is purified by thick-layer chromatography (CH2Cl2/MeOH/NH4OH: 80/20/2.7).

Workup

  1. additionis added
  2. customthe solvent was removed under reduced pressure
  3. washwashed with NaHCO3 1M
  4. dry with materialdried over MgSO4
  5. customCrude compound is purified by thick-layer chromatography (CH2Cl2/MeOH/NH4OH: 80/20/2.7)

Sources & evidence

ORD record
ord-f7fb5f3bc0f44515a97053f507652550
Source dataset
uspto-grants-2015_06
Patent number
US09044478B2

Reaction notes

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