Potassium Iodide → HCID 86628512, compound

HRID 546743Notes

Reaction equation

HRID 546743 reaction equation
C(=O)([O-])[O-].[Cs+].[Cs+].[I-].[K+].Cl[CH2:10][C:11](=[O:13])[CH3:12].[Cl:14][C:15]1[N:20]=[C:19]([O:21][CH3:22])[C:18]([NH:23][CH:24]=[O:25])=[CH:17][CH:16]=1>CN(C=O)C.C(Cl)(Cl)Cl>[Cl:14][C:15]1[N:20]=[C:19]([O:21][CH3:22])[C:18]([N:23]([CH2:10][C:11](=[O:13])[CH3:12])[CH:24]=[O:25])=[CH:17][CH:16]=1

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 6571ChloroacetoneHCID 10796Cesium carbonateHCID 86628511N-(6-chloro-2-methoxypyridin-3-yl)formamide

Product 1

HCID 86628512HCID 86628512, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

Cesium carbonate (20.5 g), potassium iodide (521 mg) and chloroacetone (5.0 mL) were added to a solution of N-(6-chloro-2-methoxypyridin-3-yl)formamide (5.85 g) in DMF (34.3 mL), and the reaction solution was stirred at 100° C. for one hour. Ice water and chloroform were added to the reaction solution, and the organic layer was separated. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) to obtain 4.71 g of the title compound. The property value of the compound is as follows.

Workup

  1. customthe organic layer was separated
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system)

Sources & evidence

ORD record
ord-f16c66df71ce4c2ba39576aca2740a8e
Source dataset
uspto-grants-2011_05
Patent number
US07935815B2

Reaction notes

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