Sodium Iodide → HCID 21936040, compound

HRID 2180141Notes

Reaction equation

HRID 2180141 reaction equation
[N:1]1([CH2:7][CH2:8][CH2:9][OH:10])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[CH2:12][C:13]#[N:14].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>CN(C=O)C>[C:13]([CH2:12][N:4]1[CH2:5][CH2:6][N:1]([CH2:7][CH2:8][CH2:9][OH:10])[CH2:2][CH2:3]1)#[N:14]

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 7856ChloroacetonitrileHCID 11430Potassium CarbonateHCID 79207Piperazin-1-ylpropanol

Product 1

HCID 21936040HCID 21936040, compoundYield 71.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 3-(piperazin-1-yl)propan-1-ol (0.93 g, 6.45 mmol), chloroacetonitrile (0.58 g, 7.75 mmol), potassium carbonate (1.79 g, 12.9 mmol) and sodium iodide (0.32 g, 1.93 mmol) in DMF (10 ml) was stirred at ambient temperature overnight. The volatiles were removed under vacuum and the residue was purified by column chromatography eluting with ethylene chloride/methanol (95/5) to give 3-(4-cyanomethylpiperazin-1-yl)propan-1-ol (0.84 g, 71%).

Workup

  1. customThe volatiles were removed under vacuum
  2. customthe residue was purified by column chromatography
  3. washeluting with ethylene chloride/methanol (95/5)

Sources & evidence

ORD record
ord-f0e92467a37a4282b06839a5edaee314
Source dataset
uspto-grants-2005_05
Patent number
US06887874B2

Reaction notes

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