Sodium Iodide → HCID 20378674, compound

HRID 1390369Notes

Reaction equation

HRID 1390369 reaction equation
[CH2:1]1[N:6]2[C:7]3[C:12]([NH:13][C:14](=[O:15])[CH:5]2[CH2:4][NH:3][CH2:2]1)=[CH:11][CH:10]=[CH:9][CH:8]=3.[I-].[Na+].C(=O)([O-])[O-].[K+].[K+].[F:24][C:25]1[CH:30]=[CH:29][C:28]([C:31](=[O:36])[CH2:32][CH2:33][CH2:34]Cl)=[CH:27][CH:26]=1>CC(C)=O>[F:24][C:25]1[CH:26]=[CH:27][C:28]([C:31](=[O:36])[CH2:32][CH2:33][CH2:34][N:3]2[CH2:2][CH2:1][N:6]3[C:7]4[C:12]([NH:13][C:14](=[O:15])[CH:5]3[CH2:4]2)=[CH:11][CH:10]=[CH:9][CH:8]=4)=[CH:29][CH:30]=1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 197503-(4-Fluorobenzoyl)propyl chlorideHCID 1563622,3,4,4a-Tetrahydro-1H-pyrazino(1,2a)quinoxalin-5-(6H)one

Product 1

HCID 20378674HCID 20378674, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 1.3 g. of 2,3,4,4a-tetrahydro-1H-pyrazino[1,2-a]quinoxalin-5(6H)-one, 1.9 g. sodium iodide, 0.9 g. potassium carbonate, 2.6 g. of p-fluoro-γ-chloro butyrophenone and 50 ml. of acetone is refluxed for 20 hours under a nitrogen atmosphere. The reaction mixture is filtered and concentered. The residue is washed with ethyl acetate and filtered. The filtrate is acidified with hydrogen chloride and filtered to give 1.5 g. of solid product, m.p. 140°-180°. Recrystallization of the solid from ethanol-ether gives 0.85 g. of product, m.p. 145°-150°.

Workup

  1. additionA mixture of 1.3 g
  2. filtrationThe reaction mixture is filtered
  3. washThe residue is washed with ethyl acetate
  4. filtrationfiltered
  5. filtrationfiltered
  6. customto give 1.5 g
  7. customRecrystallization of the solid from ethanol-ether
  8. customgives 0.85 g

Sources & evidence

ORD record
ord-8a856ddd49b146e6b688c4622462f810
Source dataset
uspto-grants-1979_02
Patent number
US04138567

Reaction notes

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