Iodine → HCID 59754770, compound

HRID 1713426Notes

Reaction equation

HRID 1713426 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-f10030d2bd754b22ae23c35e00f4e047
Source dataset
uspto-grants-2010_09
Patent number
US07795274B2

Reaction notes

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