Potassium Carbonate → HCID 67410357, compound

HRID 2167068Notes

Reaction equation

HRID 2167068 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:32](Cl)=[CH:33]C=5)N=CC=4)[CH2:18][CH2:17]3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.BrCCCCCCBr.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[N:25]1([CH2:24][CH2:23][CH2:22][N:19]2[CH2:20][CH2:21][N:16]([CH2:15][CH2:14][CH2:13][NH:12][C:6]3[C:5]4[C:10](=[CH:11][C:2]([Cl:1])=[CH:3][CH:4]=4)[N:9]=[CH:8][CH:7]=3)[CH2:17][CH2:18]2)[CH2:26][CH2:35][CH2:30][CH2:31][CH2:32][CH2:33]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 123681,6-DibromohexaneHCID 11670888HCID 11670888, compound

Product 1

HCID 67410357HCID 67410357, 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), 1,6-dibromohexane (0.077 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-506e22fa82fc4996ab28f8ab8db766e0
Source dataset
uspto-grants-2015_06
Patent number
US09044478B2

Reaction notes

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