(2-{[2-(Dimethylamino)ethyl]amino}-4,6-dimethylpyridin-3-yl)methanol → HCID 20477991, compound

HRID 904899Notes

Reaction equation

HRID 904899 reaction equation
[CH3:1][N:2]([CH3:16])[CH2:3][CH2:4][NH:5][C:6]1[C:11]([CH2:12][OH:13])=[C:10]([CH3:14])[CH:9]=[C:8]([CH3:15])[N:7]=1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][N:2]([CH3:16])[CH2:3][CH2:4][NH:5][C:6]1[N:7]=[C:8]([CH3:15])[CH:9]=[C:10]([CH3:14])[C:11]=1[CH:12]=[O:13]

Participants

4

Reactant 1

HCID 20477995(2-{[2-(Dimethylamino)ethyl]amino}-4,6-dimethylpyridin-3-yl)methanol

Product 1

HCID 20477991HCID 20477991, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of crude 2-(2-dimethylaminoethylamino)-3-hydroxymethyl-4,6-dimethylpyridine (15.0 g, 67 mmol) in methylene chloride (300 ml) containing a suspension of activated manganese dioxide (35 g) is refluxed for 5 hours. The solution is filtered hot and the manganese dioxide re-extracted with hot methylene chloride. The combined extracts are filtered through charcoal and evaporated to give 12.0 g of crude title D product.

Workup

  1. temperatureis refluxed for 5 hours
  2. filtrationThe solution is filtered hot
  3. extractionthe manganese dioxide re-extracted with hot methylene chloride
  4. filtrationThe combined extracts are filtered through charcoal
  5. customevaporated
  6. customto give 12.0 g of crude title D product

Sources & evidence

ORD record
ord-459c9d1443384610b59d84eaa51a49ad
Source dataset
uspto-grants-1983_12
Patent number
US04420615

Reaction notes

Loading…