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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022011Generated: October 28, 2026

tert-Butyl 6-nitro-3',6'-dihydro-[3,4'-bipyridine]-1'(2'H)-carboxylate → 2-Nitro-5-(1,2,3,6-tetrahydropyridin-4-yl)pyridine

https://huagongshe.com/reaction/1022011

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 6-nitro-3',6'-dihydro-[3,4'-bipyridine]-1'(2'H)-carboxylateHCID 49840377—
Solvent1,4-Dioxane hydrochlorideHCID 20443148—
Product2-Nitro-5-(1,2,3,6-tetrahydropyridin-4-yl)pyridineHCID 8668443774%

Reaction Steps

A mixture of tert-butyl 4-(6-nitropyridin-3-yl)-5,6-dihydropyridine-1(2H)-carboxylate 200a (2.0 g, 6.6 mmol) in HCl/dioxane (20 mL, 4M) was stirred at room temperature for 2 hours. It was then evaporated under reduced pressure. The residue was washed with ethyl acetate (3×7 mL) to afford 232a as a yellow solid (1.0 g, 74%). MS-ESI: [M+H]+ 206.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716274B2
Source datasetuspto-grants-2014_05
ORD IDord-621f81d8187341b3ad5087c811bed69a
Source noteuspto-grants-2014_05