Hydrochloric Acid → 4-Iodo-6-methoxypyridin-3-ol

HRID 56752Notes

Reaction equation

HRID 56752 reaction equation
Cl.[I:2][C:3]1[C:8]([O:9]C2CCCCO2)=[CH:7][N:6]=[C:5]([O:16][CH3:17])[CH:4]=1>O1CCOCC1.O>[I:2][C:3]1[CH:4]=[C:5]([O:16][CH3:17])[N:6]=[CH:7][C:8]=1[OH:9]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 1176226694-Iodo-2-methoxy-5-((tetrahydro-2H-pyran-2-yl)oxy)pyridine

Product 1

HCID 120277864-Iodo-6-methoxypyridin-3-ol

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

50 ml (3 molar, 150 mmol) of hydrochloric acid were added to a solution of 25.1 g (purity 82%, 61.3 mmol) of 4-iodo-2-methoxy-5-(tetrahydro-2H-pyran-2-yloxy)pyridine in 50 ml of dioxane and 50 ml of water, and the mixture was stirred at RT for 2 h. The reaction mixture was then filtered and the precipitate was rinsed with water and dried under high vacuum. Yield: 13.5 g (purity 93%, 81% of theory)

Workup

  1. filtrationThe reaction mixture was then filtered
  2. washthe precipitate was rinsed with water
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-a9023158858c4381b803242776ac546d
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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