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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592619Generated: November 2, 2026

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

https://huagongshe.com/reaction/592619

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant1-(2-bromoethyl)-5-(bromomethyl)-3-nitro-1H-pyrazoleHCID 57502083—
Solvent1,4-DioxaneHCID 31275—
Product2-Nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazineHCID 58044279100%

Reaction Conditions

Temperature50 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238655B2
Source datasetuspto-grants-2016_01
ORD IDord-b4de3070cf5849268b435dbd0bc52220
Source noteuspto-grants-2016_01