HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1021683Generated: October 31, 2026
Ammonia → 2-Nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine
https://huagongshe.com/reaction/1021683
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ammonia | HCID 222 | — |
| Reactant | 1-(2-bromoethyl)-5-(bromomethyl)-3-nitro-1H-pyrazole | HCID 57502083 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-Nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine | HCID 58044279 | 100% |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08716274B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-4e4fb76fee7c4ab090bde2a60d049272 |
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| Source note | uspto-grants-2014_05 |
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