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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1918972Generated: October 31, 2026

Ammonium Chloride → 5-(4-Methylpiperazin-1-yl)pyridin-2-amine

https://huagongshe.com/reaction/1918972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant1-Methyl-4-(6-nitropyridin-3-yl)piperazineHCID 51711484—
CatalystIronHCID 23925—
SolventWater ethanolHCID 19096565—
Product5-(4-Methylpiperazin-1-yl)pyridin-2-amineHCID 2232983360%

Reaction Steps

The suspension of 1-methyl-4-(6-nitropyridin-3-yl)piperazine (5 g, 22.5 mmol), NH4Cl (12 g, 225 mmol), and Fe (5 g, 5 mmol) was stirred in EtOH/H2O (1:1) (100 mL) at 80° C. for 3 h. TLC showed starting material 1-methyl-4-(6-nitropyridin-3-yl)piperazine disappeared. After filtration on a pad of Celite, the solvent was removed under vacuum. EA and brine were added into the mixture and the organic layer was separated, dried over Na2SO4 and concentrated at reduced pressure to give 2.5 g of 5-(4-methylpiperazin-1-yl)pyridin-2-amine (yield 60%). LCMS: (M+H)+ 193

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618107B2
Source datasetuspto-grants-2013_12
ORD IDord-5880db29c803426a8d08e62a73b5d696
Source noteuspto-grants-2013_12