反应详情

2-Chloro-6-morpholino-9-(tetrahydro-2H-pyran-2-yl)-9H-purine-8-carbaldehyde (0.148 g, 0.422 mmol) was dissolved in 1,2-dichloroethane (3.7 mL, 0.047 mol). 1-tert-butylpiperazine (0.060 g, 0.42 mmol) was added followed by micronized 4 Å molecular sieves (0.450 g). After 2 hours sodium triacetoxyborohydride (0.179 g, 0.844 mmol) was added and the reaction was stirred at room temperature overnight. The reaction mixture was filtered. The filter cake was washed with additional DCM and MeOH. The combined organics were concentrated to dryness. The crude was purified by flash column chromatography (Si—PPC; MeOH:DCM gradient 0:100 to 10:90) to give 4-(8-((4-tert-butylpiperazin-1-yl)methyl)-2-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)morpholine (126 mg, 62%). [M+H]+=478.3

1. filtrationThe reaction mixture was filtered
2. washThe filter cake was washed with additional DCM and MeOH
3. concentrationThe combined organics were concentrated to dryness
4. customThe crude was purified by flash column chromatography (Si—PPC; MeOH:DCM gradient 0:100 to 10:90)