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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1918865Generated: November 1, 2026

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

https://huagongshe.com/reaction/1918865

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 101c (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 off and the solid was washed with THF (100 mL). The filtrate was concentrated under reduced pressure to give 135a (2.68 g, 99%). MS: [M+H]+ 209.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618107B2
Source datasetuspto-grants-2013_12
ORD IDord-539930cd3a0744939928dd10202d243a
Source noteuspto-grants-2013_12