反应详情

In the presence of 1 g of PtO2 (Engelhard 7018), a solution of 2.63 g (10.4 mM) 6-methylamino-4-(quinolin-6-yloxy)-pyrimidine in 175 ml of THF/acetic acid 4:1 is hydrogenated. The catalyst is filtered off and the filtrate concentrated in vacuo. The residue is diluted with EtOAc and sat. Na2CO3 solution and extracted 3× with EtOAc. The organic phases are washed with water and brine, dried (Na2SO4) and partially concentrated in vacuo. The crystallized title compound can be filtered off and washed with EtOAc and DIPE: TLC(EtOAc): Rf=0.18; MS: [M+1]+=257. More product can be isolated from the filtrate by column chromatography (SiO2; EtOAc).

1. filtrationThe catalyst is filtered off
2. concentrationthe filtrate concentrated in vacuo
3. additionThe residue is diluted with EtOAc and sat. Na2CO3 solution
4. extractionextracted 3× with EtOAc
5. washThe organic phases are washed with water and brine
6. dry with materialdried (Na2SO4)
7. concentrationpartially concentrated in vacuo
8. customThe crystallized title compound
9. filtrationcan be filtered off
10. washwashed with EtOAc and DIPE
11. customMore product can be isolated from the filtrate by column chromatography (SiO2; EtOAc)