Sec-Butylamine → HCID 59007730, compound

Participants

Reaction Steps

In a stainless steel autoclave, 2.0 g (5.7 mmol) of 3-(2-chloro-6-fluorophenyl)-2,4-dichloro-6-(pyridin-2-yl)pyridine (Example B) and 15 g of racemic 2-butylamine were heated at 180° C. for 12 h. The volatile components were removed under reduced pressure and the residue was chromatographed on silica gel using cyclohexane/ethyl acetate. It was possible to isolate 450 mg of 4-chloro-3-(2-chloro-6-fluorophenyl)-2-(2-butylamino)-6-(pyridin-2-yl)pyridine (1H-NMR (CDCl3) δ=0.90 (m); 1.20 (m); 1.55 (m); 3.80 (broad); 4.27 (m); 7.15-7.45 (m); 7.80 (t); 7.90 (s); 8.42 (d); 8.67 (m)) and 370 mg of 2-chloro-3-(2-chloro-6-fluorophenyl)-4-(2-butylamino)-6-(pyridin-2-yl)pyridine (1H-NMR (CDCl3) δ=0.90 (m); 1.20 (m); 1.50 (m); 3.67 (broad); 3.77 (m); 7.15-7.45 (m); 7.75 (s); 7.82 (t); 8.42 (d); 8.67 (m)). The compounds are present as rotamer mixtures.

Provenance & Evidence