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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1696941Generated: October 31, 2026

2-(Di-tert-butylphosphino)biphenyl → Ethyl 7-azetidin-1-yl-6-cyano-1-(2-cyanoethyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

https://huagongshe.com/reaction/1696941

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
ReactantEthyl 7-azetidin-1-yl-6-bromo-1-(2-cyanoethyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylateHCID 67275613—
ReactantHCID 178514179HCID 178514179—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventAcetonitrileHCID 6342—
ProductEthyl 7-azetidin-1-yl-6-cyano-1-(2-cyanoethyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylateHCID 67274868—

Reaction Steps

A solution of EXAMPLE 82A (0.50 g), dicyanozinc (0.29 g), 2-(di-tert-butylphosphino)biphenyl (0.15 g), and tris(dibenzylideneacetone)dipalladium(0) (0.11 g) in acetonitrile (20 mL) was refluxed for 1 hour then cooled and filtered; and the filtrate was diluted with water and filtered.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163769B2
Source datasetuspto-grants-2012_04
ORD IDord-e25cfb1e2fdc4573812b755d3fa4b071
Source noteuspto-grants-2012_04