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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21529Generated: October 26, 2026

N-(6-Chloro-3-nitro-2-pyridyl)-alanine methyl ester → (3S)-6-Chloro-3-methyl-3,4-dihydro-1,4,5-triazanaphthalen-2(1H)-one

https://huagongshe.com/reaction/21529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(6-Chloro-3-nitro-2-pyridyl)-alanine methyl esterHCID 54223679—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
SolventHCID 178418361HCID 178418361—
Product(3S)-6-Chloro-3-methyl-3,4-dihydro-1,4,5-triazanaphthalen-2(1H)-oneHCID 5706660024.3%

Reaction Steps

Compound A (9.0 g, 0.05 mol) was dissolved in 200 ml of methanol and hydrogenated with Raney nickel catalysis under 1 atm of hydrogen. After hydrogen uptake ceased, the catalyst was filtered off with suction, and the solvent was removed in vacuo. The solid product was stirred with diethyl ether, resulting in 2.4 g of pure product (melting point 236°-237° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05424311
Source datasetuspto-grants-1995_06
ORD IDord-5258b6096853476d98abfadcef3fd9e0
Source noteuspto-grants-1995_06