반응 #2017172

반응 방정식

2-bromo-2-(3-tert-butyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1-(2,4-difluorophenyl)ethanone

tert-butyl 4-(aminocarbothioyl)tetrahydropyridine-1-(2H)-carboxylate

DMF

→

title compound

수율 68.3%

tert-Butyl 4-(5-(3-tert-butyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-4-(2,4-difluorophenyl)thiazol-2-yl)piperidine-1-carboxylate

수율 68.3%

용매

Na2CO3

반응 조건

후처리

1. 1
   추출extracted with Et2O (2×200 mL)
2. 2
   건조dried over Na2SO4
3. 3
   농축concentrated
4. 4
   세척eluted with a gradient of 30-100% EtOAc in heptane

실험 절차

A mixture of 2-bromo-2-(3-tert-butyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1-(2,4-difluorophenyl)ethanone (3.78 g, 9.24 mmol; prepared using General Procedure A.2 from Preparation #K.1.1), tert-butyl 4-(aminocarbothioyl)tetrahydropyridine-1-(2H)-carboxylate (3.08 g, 12.6 mmol, Maybridge) and DMF (60 mL) was stirred at ambient temperature for about 2 d. The reaction was diluted with saturated aqueous Na2CO3 and extracted with Et2O (2×200 mL). The organic layers were combined, dried over Na2SO4 and concentrated. The crude material was loaded onto a silica gel column and eluted with a gradient of 30-100% EtOAc in heptane to give the title compound (3.5 g, 68%): LC/MS (Table 1, Method a) Rt=2.64 min; MS m/z: 555.4 (M+H)+.

출처