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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1094396Generated: October 31, 2026

Ammonium formate → (1-Ethyl-3-methyl-1H-indazol-5-yl)-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-amine

https://huagongshe.com/reaction/1094396

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant3-Pyridineacetonitrile, 6-(trifluoromethyl)-HCID 50851127—
Reactant1-Ethyl-3-methyl-5-nitro-1H-indazoleHCID 58007574—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(1-Ethyl-3-methyl-1H-indazol-5-yl)-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-amineHCID 5800758861%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of (6-trifluoromethyl-pyridin-3-yl)-acetonitrile (849 mg, 4.14 mmol, prepared as per example 47, step 1) and 1-ethyl-3-methyl-5-nitro-1H-indazole (700 mg, 3.76 mmol) in MeOH (10 mL) was treated with ammonium formate (5 eq.) and 10% Pd/C (140 mg) and stirred at 80° C. for 2 h. Filtration, concentration and purification by chromatography (SiO2, heptane:ethyl acetate=95:5 to 60:40) afforded the title compound (794 mg, 61%) as a light yellow oil. MS m/e: 349.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133909B2
Source datasetuspto-grants-2012_03
ORD IDord-43bfc9b5d33a4a568f633cdf9e6ccf9d
Source noteuspto-grants-2012_03