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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 45876Generated: October 28, 2026

Ammonium Chloride → 4-[3-(3-aminophenyl)-1-(4-methoxybenzyl)-1H-pyrazol-4-yl]pyrimidin-2-amine

https://huagongshe.com/reaction/45876

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant4-[1-(4-methoxybenzyl)-3-(3-nitrophenyl)-1H-pyrazol-4-yl]pyrimidin-2-amineHCID 67184232—
CatalystZincHCID 23994—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product4-[3-(3-aminophenyl)-1-(4-methoxybenzyl)-1H-pyrazol-4-yl]pyrimidin-2-amineHCID 6718418567.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

1.6 g (3.98 mmol) of 4-[1-(4-methoxybenzyl)-3-(3-nitrophenyl)-1H-pyrazol-4-yl]-pyrimidin-2-amine were dissolved in a mixture of 100 ml of dioxane and 30 ml of water and 2.12 g (40 mmol) of ammonium chloride and 1.05 g (16 mmol) of metallic zinc were added successively. The reaction mixture was stirred at 100° C. for 6 hours. The suspension was then filtered through a celite pad and the filtrate evaporated. The residue was partitioned between dichloromethane and aqueous sodium hydrogenocarbonate, dried over sodium sulphate and evaporated again, giving 1 g (67%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541575B2
Source datasetuspto-grants-2013_09
ORD IDord-f357b4c759c74524888692fa8d860ef6
Source noteuspto-grants-2013_09