1,4-Dibromobutane → (1H-Benzimidazol-2-yl)-{3-[4-(3-pyrrolidin-1-yl-propyl)-piperazin-1-yl]-propyl}-amine

HRID 2167071Notes

Reaction equation

HRID 2167071 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][N:8]([CH2:11][CH2:12][CH2:13][NH:14][C:15]2[NH:19][C:18]3[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=3[N:16]=2)[CH2:7][CH2:6]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:31][CH2:32][CH2:33][CH2:34]Br>CN(C=O)C>[NH:19]1[C:18]2[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=2[N:16]=[C:15]1[NH:14][CH2:13][CH2:12][CH2:11][N:8]1[CH2:9][CH2:10][N:5]([CH2:4][CH2:3][CH2:2][N:1]2[CH2:34][CH2:33][CH2:32][CH2:31]2)[CH2:6][CH2:7]1

Participants

5

Reactant 3

HCID 80561,4-DibromobutaneHCID 11430Potassium CarbonateHCID 67412597[3-[4-(3-Amino-propyl)-piperazin-1-yl]-propyl]-(1H-benzimidazol-2-yl)-amine

Product 1

HCID 11588777(1H-Benzimidazol-2-yl)-{3-[4-(3-pyrrolidin-1-yl-propyl)-piperazin-1-yl]-propyl}-amine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

[3-[4-(3-Amino-propyl)-piperazin-1-yl]-propyl]-(1H-benzimidazol-2-yl)-amine (intermediate) (65 mg, 0.021 mmol) was dissolved in anhydrous DMF (20 mL) in the presence of potassium carbonate (142 mg, 1.0 mmol). 1,4-dibromobutane (0.03 mL, 0.25 mmol) was added. The resulting mixture was stirred for 48 h at room temperature. The

Sources & evidence

ORD record
ord-32f1b143d5a94cdebe8378098966f5a2
Source dataset
uspto-grants-2015_06
Patent number
US09044478B2

Reaction notes

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