Methyl iodide → HCID 59467505, compound

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

Procedure

5.0 g N-(2-chloro-pyridin-3-yl)-benzamide (18.6 mmol), 7.7 g potassium carbonate (K2CO3) (56 mmol), and 60 mL ethanol were added and stirred in a round-bottomed flask. 3.97 g methyl iodide (MeI) (27.9 mmol) was then added and reacted for 12 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, 5.05 g white solid was obtained, with a yield of 96%.