반응 #84666

반응 방정식

2-chloro-6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazoline

methyl (3R,4R)-3-amino-4-hydroxycyclopentane-1-carboxylate

DBU

→

(1S,3R,4R)-methyl 3-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)-4-hydroxycyclopentanecarboxylate

수율 67.8%

용매

acetonitrile

EtOAc

반응 조건

후처리

1. 1
   기타The reaction was purged with N2 for 5 minutes
2. 2
   온도After cooling to room temperature
3. 3
   기타the solvent was removed under reduced pressure

실험 절차

2-chloro-6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazoline (0.576 g, 1.558 mmol), methyl (3R,4R)-3-amino-4-hydroxycyclopentane-1-carboxylate (0.372 g, 2.337 mmol) were taken up in acetonitrile (3 ml) and DBU (0.470 ml, 3.12 mmol) was added. The reaction was purged with N2 for 5 minutes then heated to 65° C. overnight. After cooling to room temperature, the solvent was removed under reduced pressure. The residue was purified via flash chromatography (0-100% Hex/EtOAc; 12 g column), and (1S,3R,4R)-methyl 3-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)-4-hydroxycyclopentanecarboxylate (0.520 g, 1.056 mmol, 67.8% yield) was recovered. MS (ES+) C23H23Cl2N3O5 requires: 492, found: 493 [M+H]+.

출처