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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1411570Generated: October 31, 2026

Cyclopropylamine → 5-Cyclopropyl-2-nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine

https://huagongshe.com/reaction/1411570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropylamineHCID 69828—
Reactant1-(2-bromoethyl)-5-(bromomethyl)-3-nitro-1H-pyrazoleHCID 57502083—
SolventTetrahydrofuranHCID 8028—
Product5-Cyclopropyl-2-nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazineHCID 5804422299.8%

Reaction Conditions

Temperature30 °C

Reaction Steps

A mixture of 1-(2-bromoethyl)-5-(bromomethyl)-3-nitro-1H-pyrazole 113c (4 g, 12.9 mmol) and cyclopropanamine (7.35 g, 129 mmol) in THF (40 mL) was stirred at 30° C. overnight. After the completion of the reaction, the mixture was filtered and the solid was washed with THF (100 mL). The filtrate was concentrated under reduced pressure to give 128a (2.68 g, 99%). MS: [M+H]+ 209.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921353B2
Source datasetuspto-grants-2014_12
ORD IDord-753344180f1244758c87bc18de2870c5
Source noteuspto-grants-2014_12