HCID 21941479, compound → 6,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazine-2-carbaldehyde

HRID 1158926Notes

Reaction equation

HRID 1158926 reaction equation
[NH:1]1[N:9]2[CH:4]([O:5][CH2:6][CH:7]=[CH:8]2)[CH2:3][CH:2]1[CH2:10][OH:11]>CCl.O=[Mn]=O>[N:1]1[N:9]2[C:4]([O:5][CH2:6][CH2:7][CH2:8]2)=[CH:3][C:2]=1[CH:10]=[O:11]

Participants

4

Reactant 1

HCID 21941479HCID 21941479, compound

Product 1

HCID 118471296,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazine-2-carbaldehydeYield 104.7%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6327Methyl ChlorideSolvent

Procedure

To the stirred solution of 2,3-dihydro-5H-pyrazolo[5,1-b][1,3]oxazin-2-yl-methanol (2.08 g, 13.5 mmol) in 60 ml of CH3Cl was added 9.38 g of MnO2. The suspension was refluxed for 2 hour under a nitrogen atmosphere. The reaction mixture was filtered through a pad of Celite. The filtrate was concentrated to give yellow oil. The product was purified by chromatography. 2.15 g of the product was obtained (78%).

Workup

  1. temperatureThe suspension was refluxed for 2 hour under a nitrogen atmosphere
  2. filtrationThe reaction mixture was filtered through a pad of Celite
  3. concentrationThe filtrate was concentrated
  4. customto give yellow oil
  5. customThe product was purified by chromatography

Sources & evidence

ORD record
ord-96dcfd0d32cb41eab922adbea7146a22
Source dataset
uspto-grants-2010_10
Patent number
US07812014B2

Reaction notes

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