Back
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

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 numberUS08716274B2
Source datasetuspto-grants-2014_05
ORD IDord-4e4fb76fee7c4ab090bde2a60d049272
Source noteuspto-grants-2014_05