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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449704Generated: October 26, 2026

(1R,5S)-3-methyl-8-(6-nitropyridin-3-yl)-3,8-diazabicyclo[3.2.1]octane → 5-(3-Methyl-3,8-diazabicyclo[3.2.1]octan-8-yl)pyridin-2-amine

https://huagongshe.com/reaction/449704

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1R,5S)-3-methyl-8-(6-nitropyridin-3-yl)-3,8-diazabicyclo[3.2.1]octaneHCID 66742801—
Reactant6-chloro-4-(5-(4-hydroxy-4-methylpiperidin-1-yl)pyridin-2-ylamino)-2-methylpyridazin-3(2H)-oneHCID 66742932—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product5-(3-Methyl-3,8-diazabicyclo[3.2.1]octan-8-yl)pyridin-2-amineHCID 66743165—

Reaction Steps

This reaction was carried out under similar conditions to those described above in preparation of 6-chloro-4-(5-(4-hydroxy-4-methylpiperidin-1-yl)pyridin-2-ylamino)-2-methyl-pyridazin-3(2H)-one. (1R,5S)-3-methyl-8-(6-nitropyridin-3-yl)-3,8-diazabicyclo[3.2.1]octane (500 mg, 2.01 mmol) in methanol (15 ml) was hydrogenated at 50 psi with 10% Pd/C (42.9 mg, 40.3 umol) overnight. The catalyst was filtered off and the resultant filtrate was concentrated in vacuo to afford 5-(3-methyl-3,8-diazabicyclo[3.2.1]octan-8-yl)pyridin-2-amine. The product was carried to next reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481540B2
Source datasetuspto-grants-2013_07
ORD IDord-b804edee57124fbe80d9aeee502657be
Source noteuspto-grants-2013_07