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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1294381Generated: November 3, 2026

Sodium Carbonate → Ethyl 3'-[3-[(cyclopropylamino)carbonyl]-4-oxo-1,8-naphthyridin-1(4H)-yl]-1,1'-biphenyl-4-carboxylate

https://huagongshe.com/reaction/1294381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantEthyl 4-bromobenzoateHCID 22043—
Reactant3'-[3-[(Cyclopropylamino)carbonyl]-4-oxo-1,8-naphthyridin-1(4H)-yl]-1,1'-biphenyl-4-carboxylic AcidHCID 10025432—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamide n-propanolHCID 86598119—
ProductEthyl 3'-[3-[(cyclopropylamino)carbonyl]-4-oxo-1,8-naphthyridin-1(4H)-yl]-1,1'-biphenyl-4-carboxylateHCID 69158388—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of NAPHTHYRIDINONE 3 (1 eq), ethyl 4-bromobenzoate (3 eq), Na2CO3 (3.5 eq.; 2M in H2O), Pd(PPh3)4 (0.15 eq.) in n-propanol-DMF (1:1, 0.1M) was stirred at 80° C. for 2 h. The mixture was cooled to rt, quenched with brine and diluted with EtOAc. The organic extracts were washed with brine, dried over Na2SO4, filtered and concentrated. The residue was triturated in ether/EtOAc and then isolated by filtration to afford the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07238706B2
Source datasetuspto-grants-2007_07
ORD IDord-bc443b8dcf724cb88f388f70f213f65e
Source noteuspto-grants-2007_07