Dichloromethane → N-(2-chloropyridin-3-yl)acetamide

Reaction equation

Cl[C:2]1[C:3](N)=[N:4]C=[CH:6][CH:7]=1.CC[N:11](CC)CC.[C:16](Cl)(=[O:18])[CH3:17].C([O-])(O)=O.[Na+].[CH2:25]([Cl:27])Cl>>[Cl:27][C:25]1[C:6]([NH:11][C:16](=[O:18])[CH3:17])=[CH:7][CH:2]=[CH:3][N:4]=1

Participants

Reactant 5

HCID 6344Dichloromethane

HCID 6367Acetyl chloride

HCID 8471Triethylamine

HCID 516892Sodium Bicarbonate

HCID 6932672-Amino-3-chloropyridine

Product 1

HCID 4338791N-(2-chloropyridin-3-yl)acetamide

Procedure

To a mixture of 3-chloropyridin-2-amine (S-1) (12.8 g, 100 mmol) and Et3N (3 mL) in dried DCM (50 mL) was added acetyl chloride (8 mL) dropwise. The reaction was stirred at room temperature overnight, then adjusted to pH about 7 with an aqueous NaHCO3 solution, and extracted with DCM. The organic layer was washed with water, dried over Na2SO4, and concentrated to afford the title compound (17.1 g). MS (m/z): 171.6 (M+1)+.