反应详情

5-amino-3-((3-chlorophenyl)amino)-1H-pyrazole-4-carboxamide (100 mg) was then suspended in EtOH (4 mL) and 4-(pyrimidin-2-yloxy)benzaldehyde (80 mg, 1 eq.) and piperidine (1 drop) were added. Stirred at reflux until intermediate was absent (HPLC). After reaction was complete (18 hrs) it was brought to room temperature and filtered to obtain product as a yellow powder. Powder was washed with EtOH. Product was allowed to dry under vacuum for 1 hr (104 mg, 60% yield). Resulting imine (104 mg) was suspended in 5 ml, MeOH and sodium borohydride (10 eq, 100 mg) was added. HPLC confirmed reaction was complete (absence of imine). After completion (1 hr), precipitate was filtered to obtain D32 as a light yellow powder. Product was washed with deionized water to remove excess sodium borohydride. Product was allowed to dry under vacuum for 18 hrs. 31 mg (30% yield) of final product was obtained.

1. temperatureat reflux until intermediate
2. customAfter reaction
3. custom(18 hrs) it
4. customwas brought to room temperature
5. filtrationfiltered
6. customto obtain product as a yellow powder
7. washPowder was washed with EtOH
8. customto dry under vacuum for 1 hr (104 mg, 60% yield)
9. additionwas added
10. customreaction
11. filtrationAfter completion (1 hr), precipitate was filtered
12. customto obtain D32 as a light yellow powder
13. washProduct was washed with deionized water
14. customto remove excess sodium borohydride
15. customto dry under vacuum for 18 hrs