Dimethyl Sulfoxide → tert-Butyl [6-({2-[(tert-butoxycarbonyl)amino]ethyl}amino)-3-(trifluoroacetyl)pyridin-2-yl]carbamate

Participants

Reaction Steps

5 g (15.4 mmol) of tert-butyl [6-chloro-3-(trifluoroacetyl)pyridin-2-yl]carbamate (Example 113A) are introduced into 37.5 ml of DMSO, and 3.2 g (20 mmol) of N-Boc-ethylenediamine and 4 ml (23 mmol) of N,N-diisopropylethylamine are added. The reaction mixture is irradiated in a microwave reactor at 90° C. for 0.5 h. The reaction mixture is taken up in a mixture of ethyl acetate and water. The organic phase is washed with saturated aqueous sodium chloride solution, dried over magnesium sulphate and concentrated in a rotary evaporator. The reaction mixture is chromatographed on silica gel (mobile phase cyclohexane/ethyl acetate 5:1→1:1). 2.5 g (34% of theory) of the product are obtained as a solid.

Provenance & Evidence