HCID 18412373, compound → HCID 18412360, compound

HRID 992595Notes

Reaction equation

HRID 992595 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[N:6][C:7]([CH2:11][OH:12])=[CH:8][CH:9]=2)[N:4]=[C:3]1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]#[N:22])=[CH:17][CH:16]=1>ClCCl.[O-2].[O-2].[Mn+4]>[CH3:1][N:2]1[C:10]2[C:5](=[N:6][C:7]([CH:11]=[O:12])=[CH:8][CH:9]=2)[N:4]=[C:3]1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]#[N:22])=[CH:17][CH:16]=1

Participants

4

Reactant 1

HCID 18412373HCID 18412373, compound

Product 1

HCID 18412360HCID 18412360, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

3.65 g (12.5 mMol) of 1-methyl-2-[(4-cyanophenyl)-oxymethyl]-5-hydroxymethyl-imidazo[4,5-b]pyridine were dissolved in 500 ml dichloromethane and mixed with 15.0 g of manganese dioxide. After 96 hours at room temperature the mixture was filtered through kieselgur and the solvent was distilled off. The filtrate obtained was evaporated down, the crystalline precipitate was triturated with ether, suction filtered and dried.

Workup

  1. filtrationAfter 96 hours at room temperature the mixture was filtered through kieselgur
  2. distillationthe solvent was distilled off
  3. customThe filtrate obtained
  4. customwas evaporated down
  5. customthe crystalline precipitate was triturated with ether, suction
  6. filtrationfiltered
  7. customdried

Sources & evidence

ORD record
ord-8a0858dcb6bd4d3e9f8d0e73080c8a0d
Source dataset
uspto-grants-2002_10
Patent number
US06469039B1

Reaction notes

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