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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1843652Generated: October 26, 2026

Diethyl Ether → 4-[3-(3-aminophenyl)-1-(4-methoxybenzyl)-1H-pyrazol-4-yl]-N-methylpyridin-2-amine

https://huagongshe.com/reaction/1843652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-[1-(4-methoxybenzyl)-3-(3-nitrophenyl)-1H-pyrazol-4-yl]-N-methylpyridin-2-amineHCID 67184312—
CatalystZincHCID 23994—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product4-[3-(3-aminophenyl)-1-(4-methoxybenzyl)-1H-pyrazol-4-yl]-N-methylpyridin-2-amineHCID 6718624893.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

300 mg (0.72 mmol) of 4-[1-(4-methoxybenzyl)-3-(3-nitrophenyl)-1H-pyrazol-4-yl]-N-methylpyridin-2-amine were dissolved in a mixture of 20 ml of dioxane and 4 ml of water and 381 mg (7.2 mmol) of ammonium chloride and 190 mg (2.9 mmol) of metallic zinc were added. The reaction was maintained at 100° C. under stirring for 6 hours. The mixture was then filtered through a celite pad and the solvent removed in vacuo. The residue was partitioned between dichloromethane and water, dried over sodium sulphate and evaporated again, giving, after trituration with diethylether, 260 mg (93%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946250B2
Source datasetuspto-grants-2015_02
ORD IDord-ecc60e8d2857426f965cd9568c6e4fcc
Source noteuspto-grants-2015_02