Methyl iodide → HCID 45119279, compound

HRID 1432148

Reaction equation

HRID 1432148 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9](=[O:11])[CH3:10])[CH:5]=[CH:4][N:3]=1.[OH-].[K+].[CH3:14]I>CC(C)=O>[Cl:1][C:2]1[CH:7]=[C:6]([N:8]([CH3:14])[C:9](=[O:11])[CH3:10])[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 2049955N-(2-chloropyridin-4-yl)acetamide

Product 1

HCID 45119279HCID 45119279, compoundYield 600.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 10 g (59 mmol) N-(2-chloropyridin-4-yl)acetamide (commercially available), 9.8 g (17.6 mmol) pulverized KOH and 4.1 ml (6.4 mmol) methyl iodide in 60 ml acetone was stirred at room temperature for 2 h. After evaporation of all volatiles the residue was taken up in water and extracted with ethyl acetate. The combined organic layers were dried with MgSO4 and evaporated to yield 7.1 g (66%) of the title compound as off-white solid. MS: (m/e): 345.2 (MH+).

Workup

  1. customAfter evaporation of all volatiles the residue
  2. extractionextracted with ethyl acetate
  3. dry with materialThe combined organic layers were dried with MgSO4
  4. customevaporated

Sources & evidence

ORD record
ord-eefef0b6d44841ecbdb586d02b318f21
Source dataset
uspto-grants-2009_11
Patent number
US07612076B2

Linked notes

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