Water → HCID 20192464, compound

HRID 1583291Notes

Reaction equation

HRID 1583291 reaction equation
[N:1]([CH:3]1[CH2:8][N:7]2[CH2:9][CH2:10][CH2:11][CH2:12][CH:6]2[CH2:5][NH:4]1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+].O>O1CCCC1>[NH2:1][CH:3]1[CH2:8][N:7]2[CH2:9][CH2:10][CH2:11][CH2:12][CH:6]2[CH2:5][NH:4]1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 20192477HCID 20192477, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 20192464HCID 20192464, compoundYield 107.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 6.76 g of crude 3-nitrosoperhydro-1H-pyrido[1,2-a]pyrazine (prepared according to stage (a)) in 30 ml of tetrahydrofuran is added dropwise at reflux temperature to a stirred suspension of 1.71 g of lithium aluminium hydride in 150 ml of tetrahydrofuran. The reaction mixture is stirred at room temperature for a further 3 hours; while cooling with ice 10 ml of aqueous 2N sodium hydroxide solution and then 10 ml of water are added and the whole is stirred at room temperature for a further 2 hours. The precipitate is filtered off with suction and then washed on the suction-filter with hot isopropyl alcohol. The filtrate (including the isopropyl alcohol portions) is concentrated by evaporation in vacuo and yields the desired 3-aminoperhydro-1H-pyrido[1,2-a]pyrazine (6.68 g) in the form of a slightly yellow-coloured oil of a purity that is sufficient for the hydrazone formation described above.

Workup

  1. temperatureat reflux temperature
  2. stirringthe whole is stirred at room temperature for a further 2 hours
  3. filtrationThe precipitate is filtered off with suction
  4. washwashed on the
  5. filtrationsuction-filter with hot isopropyl alcohol
  6. concentrationis concentrated by evaporation in vacuo

Sources & evidence

ORD record
ord-c7b129c387e04e4b90df9414191e4912
Source dataset
uspto-grants-1985_11
Patent number
US04551450

Reaction notes

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