Methanol → 2,3,4,4a-Tetrahydro-3-[2-(2-Pyridinyl)Ethyl]-1H-Pyrazino[1,2-a]Quinoxalin-5(6H)-One

HRID 1395445Notes

Reaction equation

HRID 1395445 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.[CH:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1)=[CH2:17].CO>C(O)(=O)C>[N:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[CH2:16][CH2:17][N:3]1[CH2:2][CH2:1][N:6]2[C:7]3[C:12]([NH:13][C:14](=[O:15])[CH:5]2[CH2:4]1)=[CH:11][CH:10]=[CH:9][CH:8]=3

Participants

5

Reactant 3

HCID 887MethanolHCID 75212-VinylpyridineHCID 1563622,3,4,4a-Tetrahydro-1H-pyrazino(1,2a)quinoxalin-5-(6H)one

Product 1

HCID 203394222,3,4,4a-Tetrahydro-3-[2-(2-Pyridinyl)Ethyl]-1H-Pyrazino[1,2-a]Quinoxalin-5(6H)-One

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2,3,4,4a-Tetrahydro-1H-pyrazino[1,2-a]quinoxalin-5(6H)-one (7 g.) and 2-vinylpyridine (12 g.) in 150 ml. of methanol containing 5 ml. glacial acetic acid were heated under reflux for 24 hours. After removing solvent under reduced pressure, the residue was slurried with water and the insoluble material filtered off and washed with water. After drying there was obtained 9.3 g. of the title compound. A portion recrystallized from ethanol gave a m.p. of 167°-69° C.

Workup

  1. temperatureunder reflux for 24 hours
  2. customAfter removing solvent under reduced pressure
  3. filtrationthe insoluble material filtered off
  4. washwashed with water
  5. customAfter drying there
  6. customwas obtained 9.3 g

Sources & evidence

ORD record
ord-a4c4040b93bf44aabe58085acaa7951e
Source dataset
uspto-grants-1980_05
Patent number
US04203987

Reaction notes

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