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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 467649Generated: October 29, 2026

Methyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate → methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate

https://huagongshe.com/reaction/467649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylateHCID 54775322—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Productmethyl 4-amino-1-methyl-1H-pyrazole-3-carboxylateHCID 701772284.5%

Reaction Steps

A solution of 1-methyl-4-nitro-1H-pyrazole-3-carboxylic acid methyl ester (4.8 g, 25.94 mmol) in dry MeOH (100 ml) was thoroughly purged with argon, treated with 10% Pd—C (2.7 g, 2.59 mmol), and again purged with argon. Then the reaction mixture was hydrogenated under a balloon pressure of hydrogen at rt for overnight. The reaction mixture was filtered through a bed of celite. The filtrate was concentrated and dried to give the title compound as gray-white solid (3.4 g, 84%), which was used in the next reaction step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08623866B2
Source datasetuspto-grants-2014_01
ORD IDord-aa6d53a87aac42039a29375c14f8082e
Source noteuspto-grants-2014_01