Iodoethane → 2-Chloro-5-ethoxy-4-iodopyridine

HRID 422101Notes

Reaction equation

HRID 422101 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([OH:8])=[C:4]([I:9])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:16](I)[CH3:17]>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([I:9])[C:5]([O:8][CH2:16][CH3:17])=[CH:6][N:7]=1

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 533020386-Chloro-4-iodopyridin-3-ol

Product 1

HCID 534383202-Chloro-5-ethoxy-4-iodopyridine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

Treat a solution of 6-chloro-4-iodo-pyridin-3-ol (4.9 g, 19 mmol) and potassium carbonate (8.0 g, 58 mmol) in dimethylformamide (50 mL) with ethyl iodide (4.7 mL, 58 mmol). Heat at 60° C. for 3 hours. Cool the mixture to room temperature and filter.

Workup

  1. temperatureCool the mixture to room temperature
  2. filtrationfilter

Sources & evidence

ORD record
ord-ab5fcc9c5611415eb0792743aeb0835d
Source dataset
uspto-grants-2012_01
Patent number
US08101628B2

Reaction notes

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