Iodine → HCID 59754770, compound

HRID 751443Notes

Reaction equation

HRID 751443 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][CH3:9])=[N:6][CH:7]=1.[I:10]I>CCO.S([O-])([O-])(=O)=O.[Ag+2]>[I:10][C:7]1[C:2]([NH2:1])=[CH:3][CH:4]=[C:5]([O:8][CH3:9])[N:6]=1

Participants

5

Reactant 2

HCID 807IodineHCID 811216-Methoxy-3-pyridinylamine

Product 1

HCID 59754770HCID 59754770, compound

Reagents, catalysts & solvents 2

HCID 178418844HCID 178418844, compoundCatalystHCID 702EthanolSolvent

Procedure

5-Amino-2-methoxypyridine (10.0 g, 0.081 mol) was dissolved in EtOH (50 mL), and silver sulfate (27.6 g, 0.089 mol) and iodine (22.5 g, 0.089 mol) were added. The reaction was stirred at room temperature overnight, and then the mixture was filtered over Celite to remove solids. The filtrate was concentrated and purified on silica gel (0-50% EtOAc in hexanes) to give the desired product.

Workup

  1. filtrationthe mixture was filtered over Celite
  2. customto remove solids
  3. concentrationThe filtrate was concentrated
  4. custompurified on silica gel (0-50% EtOAc in hexanes)

Sources & evidence

ORD record
ord-1b598818b5bf41ae91f837ff3d9f40f0
Source dataset
uspto-grants-2008_07
Patent number
US07405302B2

Reaction notes

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