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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1995299Generated: October 29, 2026

3-[2-(3-Azabicyclo[3.2.2]non-3-yl)ethyl]-1,2,3,4-tetrahydro-8-methyl-9-nitro-5H-[1]benzopyrano[3,4-c]pyridin-5-one → HCID 13189028, compound

https://huagongshe.com/reaction/1995299

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-[2-(3-Azabicyclo[3.2.2]non-3-yl)ethyl]-1,2,3,4-tetrahydro-8-methyl-9-nitro-5H-[1]benzopyrano[3,4-c]pyridin-5-oneHCID 13189019—
ReactantHCID 178418361HCID 178418361—
CatalystNickelHCID 935—
SolventDimethylformamideHCID 6228—
ProductHCID 13189028HCID 1318902851.4%

Reaction Steps

A solution of 3-[2-(3-azabicyclo[3.2.2]non-3-yl)ethyl]-1,2,3,4-tetrahydro-8-methyl-9-nitro-5H-[1]benzopyrano[3,4-c]pyridin-5-one (10.5 g, 0.026 moles) in N,N-dimethylformamide (300 ml) is hydrogenated at 50 psi at 24° C. in the presence of Raney Nickel until the required amount of hydrogen has been taken up. The catalyst is filtered off and rinsed with hot N,N-dimethylformamide until free of organic material. The filtrate is slightly concentrated and cooled to give the product. Recrystallization from ethanol gave the product (5.1 g), mp 142°-143° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04404138
Source datasetuspto-grants-1983_09
ORD IDord-1952acfb182b490093d9c01366d0964b
Source noteuspto-grants-1983_09