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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748589Generated: October 26, 2026

4-(3-Methyl-5-nitropyridin-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylic acid tert-butyl ester → 4-(5-Amino-3-methylpyridin-2-yl)piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1748589

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(3-Methyl-5-nitropyridin-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylic acid tert-butyl esterHCID 86692541—
CatalystHCID 178418390HCID 178418390—
Solvent1,4-DioxaneHCID 31275—
Product4-(5-Amino-3-methylpyridin-2-yl)piperidine-1-carboxylic acid tert-butyl esterHCID 8669254096.4%

Reaction Steps

To 4-(3-methyl-5-nitropyridin-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylic acid tert-butyl ester (5.0 g) were added 1,4-dioxane (50 ml) and 10% palladium carbon (containing about 50% water, 2.0 g), stirred at room temperature for 9 hours under hydrogen atmosphere, then 10% palladium carbon (containing about 50% water, 1.5 g) was additionally added thereto, and stirred at 40° C. for 8.5 hours under hydrogen atmosphere. The reaction solution was filtered through Celite, and then the solvent was evaporated in vacuo to give 4-(5-amino-3-methylpyridin-2-yl)piperidine-1-carboxylic acid tert-butyl ester (4.4 g) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150555B2
Source datasetuspto-grants-2015_10
ORD IDord-51ae490fe4704833a6c42a417b7947ed
Source noteuspto-grants-2015_10