HCID 21285527, compound → HCID 21285536, compound

HRID 2231666Notes

Reaction equation

HRID 2231666 reaction equation
[NH2:1][C:2]1[C:9]([CH3:10])=[CH:8][C:7]([C:11]2[CH:12]=[CH:13][C:14]([O:17][CH3:18])=[N:15][CH:16]=2)=[CH:6][C:3]=1[CH2:4][OH:5]>ClCCl.[O-2].[O-2].[Mn+4]>[NH2:1][C:2]1[C:9]([CH3:10])=[CH:8][C:7]([C:11]2[CH:12]=[CH:13][C:14]([O:17][CH3:18])=[N:15][CH:16]=2)=[CH:6][C:3]=1[CH:4]=[O:5]

Participants

4

Reactant 1

HCID 21285527HCID 21285527, compound

Product 1

HCID 21285536HCID 21285536, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

Freshly dried manganese dioxide (1.5 g) was added to a solution of 2-amino-5-(2-methoxypyrid-5-yl)-3-methylbenzyl alcohol (1.5 g) in dichloromethane (20 cm3) under nitrogen and the mixture was stirred for 2 hours at room temperature. The mixture was filtered, the filtrate evaporated to dryness, and the residue was chromatographed on silica (Merck "MK 60.9385" [Trade Mark])eluting with dichloromethane. Combination and evaporation of appropriate fractions afforded the title compound, m.p. 81°-84° (0.98 g).

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate evaporated to dryness
  3. customthe residue was chromatographed on silica (Merck "MK 60.9385" [Trade Mark])eluting with dichloromethane
  4. customCombination and evaporation of appropriate fractions

Sources & evidence

ORD record
ord-a5e957b853c244f18efee40435d2b85e
Source dataset
uspto-grants-1988_11
Patent number
US04783467

Reaction notes

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