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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 478742Generated: October 30, 2026

Methyl 4-(3-pyridyl)butyrate → 1-(3-nitrophenyl)-3-[2-(pyridin-3-yl)ethyl]-1,8-naphthyridin-2(1H)-one

https://huagongshe.com/reaction/478742

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-(3-pyridyl)butyrateHCID 152209—
ReactantLithium diisopropylamideHCID 2724682—
Reactant2-(3-Nitro-phenylamino)-pyridine-3-carbaldehydeHCID 12114952—
SolventDimethylformamideHCID 6228—
Product1-(3-nitrophenyl)-3-[2-(pyridin-3-yl)ethyl]-1,8-naphthyridin-2(1H)-oneHCID 12074620—

Reaction Steps

The procedure of Example 1 was repeated using 2-(3-nitrophenylamino)nicotinaldehyde (1.0 eq.), methyl 4-(pyridin-3-yl)butanoate (1.3 eq., prepared in Synthetic Example 7) and LDA (1.3 eq.) to obtain 1-(3-nitrophenyl)-3-[2-(pyridin-3-yl)ethyl]-1,8-naphthyridin-2(1H)-one, mp 221 to 223° C./DMF, wherein the product was purified through silica gel column chromatography and recrystallization.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642250B2
Source datasetuspto-grants-2003_11
ORD IDord-522ce04ba2814e3b9b69fb80ccfe67ac
Source noteuspto-grants-2003_11