반응 #51624

반응 방정식

toluene

2-cyclohexylamino-6-methoxy-7-bromo-quinoxaline

morpholine

sodium tert-butoxide

→

solid

Cyclohexyl-(6-methloxy-7-morpholin-4-yl-quinoxalin-2-yl)-amine

용매

Et2O

반응 조건

후처리

1. 1
   온도The mixture is cooled
2. 2
   여과filtered
3. 3
   농축concentrated
4. 4
   기타chromatographed (50% EtOAc/hexanes)
5. 5
   기타The product is recrystallized from EtOAc/hexanes
6. 6
   기타to provide, in two crops

실험 절차

This preparation is based on an adaptation of the method described by Buchwald, et al, J. Am. Chem. Soc., 1996, 118, 7215. To a toluene solution of 2-cyclohexylamino-6-methoxy-7-bromo-quinoxaline (0.1 g, 0.3 mmol) under argon is added morpholine (0.1 g, 0.3 mmol), sodium tert-butoxide (0.04 g, 0.42 mmol), S-(−)-BINAP (cat., 0.001 g), and bis(dibenzylideneacetone)-palladium (cat., 0.001 g). The reaction mixture is heated to 80° C. overnight. The mixture is cooled, diluted with Et2O, filtered, concentrated, and chromatographed (50% EtOAc/hexanes). The product is recrystallized from EtOAc/hexanes to provide, in two crops, to provide a yellow solid (m.p. 194-196° C.). Anal. Calcd. for C19H26N4O2: C, 66.64; H, 7.65; N, 16.36; Found: C, 66.60; H, 7.60; N, 16.51.

출처