Methyl iodide → HCID 59467505, compound

HRID 1715677Notes

Reaction equation

HRID 1715677 reaction equation
[Cl:1][C:2]1[C:7]([NH:8][C:9](=[O:16])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.[C:17](=O)([O-])[O-].[K+].[K+].CI>C(O)C>[Cl:1][C:2]1[C:7]([N:8]([CH3:17])[C:9](=[O:16])[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 836063HCID 836063, compound

Product 1

HCID 59467505HCID 59467505, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.6 g N-(2-chloro-pyridin-3-yl)-benzamide (20 mmol), 8.2 g potassium carbonate (K2CO3) (60 mmol), and 50 mL ethanol were added and stirred in a round-bottomed flask. 4.2 g methyl iodide (MeI) (30 mmol) was then added and reacted for 24 hr. After cooling to room temperature, the reaction was quenched by water. After extraction three times by ethyl acetate, removal of water by magnesium sulphate (MgSO4), concentration, and purification by column, 4.18 g white solid was obtained, with a yield of 85%.

Workup

  1. customreacted for 24 hr
  2. customthe reaction was quenched by water
  3. extractionAfter extraction three times
  4. customby ethyl acetate, removal of water
  5. concentrationby magnesium sulphate (MgSO4), concentration, and purification by column

Sources & evidence

ORD record
ord-161bc451797d43d79682ca8d81b1769f
Source dataset
uspto-grants-2010_09
Patent number
US07799918B2

Reaction notes

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