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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817359Generated: October 29, 2026

tert-Butanol → HCID 131727649, compound

https://huagongshe.com/reaction/1817359

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
Reactant1,4-DioxaneHCID 31275—
ReactantDiisopropylethylamineHCID 81531—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantHCID 69061026HCID 69061026—
ProductHCID 131727649HCID 131727649—

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of ethyl 6-(3-chloro-4-fluorobenzyl)-4-methoxy-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxylic acid (1.2 g, 3.04 mmol; Example 12, step 12), diisopropylethylamine (0.37 g, 3.65 mmol), and diphenylphosphoryl azide (1.00 g, 3.65 mmol) in a 1:1 mixture of dioxane and tert-butanol (30 mL) was heated in an oil bath 90° C. for 3 hours. The reaction mixture was concentrated under vacuum. The residue was subjected to column chromatography on silica gel eluting with 5% methanol in dichloromethane. Collection and concentration of appropriate fractions provided the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598264B2
Source datasetuspto-grants-2009_10
ORD IDord-70b8656cd8bf409eb888898bc7847a56
Source noteuspto-grants-2009_10