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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1398368Generated: October 31, 2026

8-chloro-6-methylbenzo[c][2,7]naphthyridin-5(6H)-one → Tert-butyl(2,4-dimethyl-1-((6-methyl-5-oxo-5,6-dihydrobenzo[c][2,7]naphthyridin-8-yl)oxy)pentan-2-yl)carbamate

https://huagongshe.com/reaction/1398368

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-chloro-6-methylbenzo[c][2,7]naphthyridin-5(6H)-oneHCID 86710305—
Reactanttert-butyl N-(1-hydroxy-2,4-dimethylpentan-2-yl)carbamateHCID 86710368—
SolventDiethyl EtherHCID 3283—
ProductTert-butyl(2,4-dimethyl-1-((6-methyl-5-oxo-5,6-dihydrobenzo[c][2,7]naphthyridin-8-yl)oxy)pentan-2-yl)carbamateHCID 73213522111.3%

Reaction Steps

8-Chloro-6-methylbenzo[c][2,7]naphthyridin-5(6H)-one (0.15 g, 0.613 mmol), prepared as described in Example 2, Part C, and tert-butyl (1-hydroxy-2,4-dimethylpentan-2-yl)carbamate (0.284 g, 1.226 mmol) were subjected to ether synthesis as described in Example 2, Part D, to afford tert-butyl(2,4-dimethyl-1-((6-methyl-5-oxo-5,6-dihydrobenzo[c][2,7]naphthyridin-8-yl)oxy)pentan-2-yl)carbamate (0.3 g, 28% yield) as pale yellow solid. LC/MS (ESI) m/e 440.2 [(M+H)+, calcd for C25H34N3O4 440.2]; LC/MS retention time (method C): tR=2.67 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901305B2
Source datasetuspto-grants-2014_12
ORD IDord-93c83a7cc4dc4737ad52428c583c3161
Source noteuspto-grants-2014_12