HCID 18670385, compound → HCID 18670243, compound

HRID 1059311Notes

Reaction equation

HRID 1059311 reaction equation
[CH3:1][O:2][C:3]1[C:19]([CH2:20][OH:21])=[CH:18][C:6]2[N:7]([CH2:15][O:16][CH3:17])[C:8]3[N:14]=[CH:13][CH:12]=[N:11][C:9]=3[O:10][C:5]=2[CH:4]=1>ClCCCl.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]1[C:19]([CH:20]=[O:21])=[CH:18][C:6]2[N:7]([CH2:15][O:16][CH3:17])[C:8]3[N:14]=[CH:13][CH:12]=[N:11][C:9]=3[O:10][C:5]=2[CH:4]=1

Participants

4

Reactant 1

HCID 18670385HCID 18670385, compound

Product 1

HCID 18670243HCID 18670243, compoundYield 64.6%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 111,2-DichloroethaneSolvent

Procedure

To a solution of 1.17 g of 7-methoxy-10-(methoxymethyl)-10H-pyrazino[2,3-b][1,4]-benzoxazine-8-methanol in 50 ml of 1,2-dichloroethane was added 3.2 g of manganese dioxide and the resulting mixture was heated under reflux for 2 hours. The reaction mixture was filtered through celite. After distilling off the solvent under reduced pressure, 0.75 g of the title compound was obtained as a brown solid.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 2 hours
  3. filtrationThe reaction mixture was filtered through celite
  4. distillationAfter distilling off the solvent under reduced pressure

Sources & evidence

ORD record
ord-2d170578219d40a1bd117ce4ede90a65
Source dataset
uspto-grants-2003_02
Patent number
US06518423B1

Reaction notes

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