Ammonia → 2-Nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine

Temperature

50 °C

A sealed tube equipped with a magnetic stirrer was charged with 125c (4 g, 12.9 mmol) 0.5M ammonia solution in dioxane (200 mL). The resulting mixture was carefully heated to 50° C. overnight. After this time, the reaction mixture was concentrated under reduced pressure, and to the residue was added H2O (50 mL) and EtOAc (50 mL). The aqueous layer was separated and extracted with EtOAc (2×50 mL). The combined organic extracts were washed with brine (100 mL) and dried over sodium sulfate. The resulting solution was concentrated under reduced pressure to afford a 100% yield (2.1 g) of crude 125d.

1. customA sealed tube equipped with a magnetic stirrer
2. concentrationAfter this time, the reaction mixture was concentrated under reduced pressure
3. additionto the residue was added H2O (50 mL) and EtOAc (50 mL)
4. customThe aqueous layer was separated
5. extractionextracted with EtOAc (2×50 mL)
6. washThe combined organic extracts were washed with brine (100 mL)
7. dry with materialdried over sodium sulfate
8. concentrationThe resulting solution was concentrated under reduced pressure

ORD record

ord-4e4fb76fee7c4ab090bde2a60d049272

Source dataset

uspto-grants-2014_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08716274B2