Pyrrolo[1,2-a]pyrazin-6-ylmethanol → Pyrrolo[1,2-a]pyrazine-6-carbaldehyde

HRID 233463Notes

Reaction equation

HRID 233463 reaction equation
[OH:1][CH2:2][C:3]1[N:7]2[CH:8]=[CH:9][N:10]=[CH:11][C:6]2=[CH:5][CH:4]=1>O1CCOCC1.[O-2].[O-2].[Mn+4]>[CH:2]([C:3]1[N:7]2[CH:8]=[CH:9][N:10]=[CH:11][C:6]2=[CH:5][CH:4]=1)=[O:1]

Participants

4

Reactant 1

HCID 23356435Pyrrolo[1,2-a]pyrazin-6-ylmethanol

Product 1

HCID 23356469Pyrrolo[1,2-a]pyrazine-6-carbaldehyde

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 312751,4-DioxaneSolvent

Procedure

7.28 of 6-hydroxymethylpyrrolo[1,2-a]pyrazine prepared in Preparation Example 18 was dissolved in 400 ml of dioxane; and 10 g of manganese(IV) dioxide was added thereto. The reaction mixture was refluxed for 30 minutes and then cooled to room temperature. The resulting solution was filtered; and the filtrate was concentrated under a reduced pressure to yield 5.3 g of title compound.

Workup

  1. temperatureThe reaction mixture was refluxed for 30 minutes
  2. filtrationThe resulting solution was filtered
  3. concentrationand the filtrate was concentrated under a reduced pressure

Sources & evidence

ORD record
ord-2739c36a6cec412b870016223557d23c
Source dataset
uspto-grants-1997_01
Patent number
US05593984

Reaction notes

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