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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394181Generated: October 31, 2026

7-bromo-5-(2-chloro-4-fluorophenyl)-1-(2,6-dichlorophenyl)-1,6-naphthyridin-2(1H)-one → Tert-butyl 3-[5-(2-chloro-4-fluorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydro-1,6-naphthyridin-7-yl]-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate

https://huagongshe.com/reaction/394181

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-bromo-5-(2-chloro-4-fluorophenyl)-1-(2,6-dichlorophenyl)-1,6-naphthyridin-2(1H)-oneHCID 22647910—
ReactantTert-butyl 3-(trimethylstannyl)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylateHCID 22647946—
ProductTert-butyl 3-[5-(2-chloro-4-fluorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydro-1,6-naphthyridin-7-yl]-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylateHCID 22648108—

Reaction Steps

The tert-butyl 3-[5-(2-chloro-4-fluorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydro-1,6-naphthyridin-7-yl]-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate was prepared from 7-bromo-5-(2-chloro-4-fluorophenyl)-1-(2,6-dichlorophenyl)-1,6-naphthyridin-2(1H)-one (COMPOUND CCC1) and tert-butyl 3-(trimethylstannyl)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate (COMPOUND PPA-3) by a procedure analogous to that described in EXAMPLE CZC1, except that the eluting solvents in the purification step were 20:80 acetone-hexanes. Mass spectrum (ESI) 626 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809199B2
Source datasetuspto-grants-2004_10
ORD IDord-2f09089681d946dc8ee0ce5e6f8fdbad
Source noteuspto-grants-2004_10