Potassium Iodide → HCID 20339407, compound

HRID 1395457Notes

Reaction equation

HRID 1395457 reaction equation
Cl.[CH2:2]1[N:7]2[C:8]3[C:13]([NH:14][C:15](=[O:16])[CH:6]2[CH2:5][NH:4][CH2:3]1)=[CH:12][CH:11]=[CH:10][CH:9]=3.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[N:25]1[CH:30]=[CH:29][C:28]([CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]Br)=[CH:27][CH:26]=1>C(N(CC)CC)C.CC(C)=O>[N:25]1[CH:30]=[CH:29][C:28]([CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][N:4]2[CH2:3][CH2:2][N:7]3[C:8]4[C:13]([NH:14][C:15](=[O:16])[CH:6]3[CH2:5]2)=[CH:12][CH:11]=[CH:10][CH:9]=4)=[CH:27][CH:26]=1

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 18377410HCID 18377410, compoundHCID 20339423HCID 20339423, compound

Product 1

HCID 20339407HCID 20339407, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 8471TriethylamineSolvent

Procedure

To a solution of 6.2 g. (0.03 mole) of 2,3,4,4a-tetrahydro-1H-pyrazino[1,2-a]quinoxalin-5(6H)-one, hydrochloride in 200 ml. acetone is added 15 g. of powdered potassium carbonate, 0.5 ml. of triethylamine, 5 g. of potassium iodide, and 7 g. (0.038 mole) of 5-(4-pyridyl)pentyl bromide. The suspension is stirred and refluxed for 72 hours, cooled, and filtered. The filtrate is concentrated under reduced pressure and the residue is dissolved in methylene dichloride, washed with saline, and dried. The dried organic layer is concentrated and the residue purified by column chromatography using Silicar CC-7. This title compound is obtained as base and converted to hydrochloride salt.

Workup

  1. temperaturerefluxed for 72 hours
  2. temperaturecooled
  3. filtrationfiltered
  4. concentrationThe filtrate is concentrated under reduced pressure
  5. dissolutionthe residue is dissolved in methylene dichloride
  6. washwashed with saline
  7. customdried
  8. concentrationThe dried organic layer is concentrated
  9. customthe residue purified by column chromatography

Sources & evidence

ORD record
ord-706e70e2f2584cf983baf16f7d399824
Source dataset
uspto-grants-1980_05
Patent number
US04203987

Reaction notes

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