Hydrochloric Acid → 2,3,4,4a-Tetrahydro-1H-pyrazino(1,2a)quinoxalin-5-(6H)one

HRID 1390367Notes

Reaction equation

HRID 1390367 reaction equation
C([N:11]1[CH2:25][CH2:24][N:14]2[C:15]3[C:20]([NH:21][C:22](=[O:23])[CH:13]2[CH2:12]1)=[CH:19][CH:18]=[CH:17][CH:16]=3)(OCC1C=CC=CC=1)=O.Cl.[H][H]>[Pd].C(O)C>[CH2:24]1[N:14]2[C:15]3[C:20]([NH:21][C:22](=[O:23])[CH:13]2[CH2:12][NH:11][CH2:25]1)=[CH:19][CH:18]=[CH:17][CH:16]=3

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 121096443-benzyloxycarbonyl-2,3,4,4a-tetrahydro-1H-pyrazino[1,2-a]quinoxalin-5(6H)-oneHCID 178418361HCID 178418361, compound

Product 1

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

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 3.0 g. of 3-carbobenzoxy-2,3,4,4a-tetrahydro-1H-pyrazino[1,2-a]quinoxalin-5(6H)-one, 2 g. of hydrogen chloride, 3 g. of 10% palladium on carbon and 200 ml. of ethanol is hydrogenated on a Parr apparatus for 18 hours at 46 p. s. i. hydrogen pressure. The catalyst is filtered and the filtrate is concentrated. The residue is recrystallized from ethanol to give 0.55 g. of the product as the hydrogen chloride salt, m.p. 288°-290°.

Workup

  1. additionA mixture of 3.0 g
  2. filtrationThe catalyst is filtered
  3. concentrationthe filtrate is concentrated
  4. customThe residue is recrystallized from ethanol
  5. customto give 0.55 g

Sources & evidence

ORD record
ord-0d7239bf25fe49099e61a03e1abc0f9a
Source dataset
uspto-grants-1979_02
Patent number
US04138567

Reaction notes

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