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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229342Generated: October 29, 2026

Triphenylphosphine → HCID 69550911, compound

https://huagongshe.com/reaction/2229342

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantHCID 11358871HCID 11358871—
Reactantquinolin-4-olHCID 178516385—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 69550911HCID 6955091137.1%

Reaction Steps

Diethyl azodicarboxylate (DEAD) (139 μL, 0.88 mmol) was added dropwise to a solution of 5,11-dihydro-2,5-dimethyl-11-ethyl-8-(2-hydroxyethyl)-6H-dipyrido[3,2-b:2′,3′-e] [1,4]diazepin-6-one (110 mg, 0.35 mmol), 4-hydroxyquinoline (128 mg, 0.88 mmol) and Ph3P (231 mg, 0.88 mmol) in THF (3.5 mL) at room temperature. The mixture was stirred at room temperature for 16 h. The reaction mixture was diluted in EtOAc (60 mL) and the solution was successively washed with 1 N aqueous NaOH (3×10 mL) and brine (15 mL) then was dried (MgSO4), filtered and concentrated under reduced pressure. The residue was purified by flash chromatography (EtOAc then EtOAc:MeOH, 9.5:0.5) to give the title compound (57 mg, 37% yield) as a white solid: MS (ESI) m/z 440 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420359B1
Source datasetuspto-grants-2002_07
ORD IDord-ed8ce986932a47b3b9c71837114f99cc
Source noteuspto-grants-2002_07