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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2426468Generated: October 31, 2026

Tetrabutylammonium Fluoride → HCID 66997644, compound

https://huagongshe.com/reaction/2426468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantN-[2-(Benzyloxy)ethyl]-N-(4-{[tert-butyl(dimethyl)silyl]oxy}butyl)-6-(3-chloro-4-fluorobenzyl)-4-methoxy-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxamideHCID 66996905—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66997644HCID 66997644—

Reaction Steps

To a solution of N-[2-(benzyloxy)ethyl]-N-(4-{[tert-butyl(dimethyl)silyl]-oxy}butyl)-6-(3-chloro-4-fluorobenzyl)-4-methoxy-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxamide (0.41 g, 0.59 mmol) in THF, a solution of tetra-n-butyl-ammonium fluoride (0.65 mL, 1M) in THF was added. The reaction mixture was stirred at room temperature overnight, and concentrated under vacuum. The residue was subjected to column chromatography on silica gel eluting with 3% methanol in dichloromethane. Collection and concentration of appropriate fractions afforded the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968564B2
Source datasetuspto-grants-2011_06
ORD IDord-44dd14fd28724fdfa12355648a6f3a2f
Source noteuspto-grants-2011_06