N-(2,2-difluoroethyl)prop-2-en-1-amine

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: An amount of 16.46 g (0.135 mol) of N-(2,2-difluoroethyl)prop-2-en-1-amine is placed in 31.9 g (0.244 mol) of N,N-diisopropylethylamine and 20 g (0.122 mol) of 2-chloro-5-(chloromethyl)pyridine are introduced at 70° C. The mixture is heated at 70° C. for 16 hours and the excess N,N-diisopropylethylamine is subsequently distilled off. The residue is treated with 100 ml of water and extracted twice with 50 ml of dichloromethane. After drying the combined organic phases over magnesium sulphate, they are filtered through a layer of silica gel and the solvent is removed under vacuum. An amount of 30.3 g (98% content) of N-[(6-chloropyridin-3-yl)methyl]-N-(2,2-difluoroethyl)prop-2-en-1-amine is obtained (corresponds to 97.9% yield). the excess N,N-diisopropylethylamine is subsequently distilled off The residue is treated with 100 ml of water extracted twice with 50 ml of dichloromethane After drying the combined organic phases over magnesium sulphate, they are filtered through a layer of silica gel the solvent is removed under vacuum