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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 18006Generated: October 29, 2026

tert-Butanol → HCID 66997778, compound

https://huagongshe.com/reaction/18006

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
ReactantTriethylamineHCID 8471—
Reactant1,4-DioxaneHCID 31275—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant2-(2-tert-Butoxy-2-oxoethyl)-6-(3-chloro-4-fluorobenzyl)-4-methoxy-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxylic acidHCID 66996885—
ProductHCID 66997778HCID 66997778—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2-(2-tert-butoxy-2-oxoethyl)-6-(3-chloro-4-fluorobenzyl)-4-methoxy-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxylic acid (0.31 g, 0.62 mmol), triethylamine (0.101 mL, 0.74 mmol), and diphenylphosphoryl azide (0.19 g, 0.69 mmol) in a mixture of anhydrous dioxane (6 mL) and anhydrous tert-butanol (6 μL) was heated at 90° C. overnight. The reaction mixture was concentrated under vacuum. The residue was subject to column chromatography on silica gel. Collection and concentration of appropriate fractions provided the title compound. ES MS M+1=566

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741315B2
Source datasetuspto-grants-2010_06
ORD IDord-5733f7e27d0a4a40b52d7d35192100d1
Source noteuspto-grants-2010_06