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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337299Generated: October 29, 2026

5-(Azetidin-1-ylmethyl)-1-methyl-3-nitro-1H-pyrazole → 5-(Azetidin-1-ylmethyl)-1-methyl-1H-pyrazol-3-amine

https://huagongshe.com/reaction/337299

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(Azetidin-1-ylmethyl)-1-methyl-3-nitro-1H-pyrazoleHCID 58540315—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product5-(Azetidin-1-ylmethyl)-1-methyl-1H-pyrazol-3-amineHCID 5854002899%

Reaction Steps

A solution of 5-(azetidin-1-ylmethyl)-1-methyl-3-nitro-1H-pyrazole (349 mg, 1.78 mmol) in ethanol (20 mL) was treated with palladium on carbon (10%, 50 mg). The resulting mixture was stirred under a hydrogen (1 atm) for 48 h. The reaction mixture was filtered through a celite pad, and the pad washed with ethanol. The filtrate was concentrated in vacuo to give 5-(azetidin-1-ylmethyl)-1-methyl-1H-pyrazol-3-amine (292 mg, 99%) as a light yellow oil. 1H NMR (300 MHz, DMSO-d6) 8 ppm 1.93 (quin, J=6.89 Hz, 2 H) 3.06 (t, J=6.99 Hz, 4 H) 3.34 (s, 2 H) 3.46 (s, 3 H) 4.36 (s, 2 H) 5.25 (s, 4 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889682B2
Source datasetuspto-grants-2014_11
ORD IDord-50c5b94320224dde88aea6ec77972338
Source noteuspto-grants-2014_11