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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393285Generated: October 27, 2026

Triphenylphosphine → 11-Ethyl-8-[2-(4-formyl-2-methylphenoxy)ethyl]-5,11-dihydro-5-methyl-6h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

https://huagongshe.com/reaction/393285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant4-Hydroxy-3-methylbenzaldehydeHCID 139901—
Reactant11-Ethyl-8-(2-hydroxyethyl)-5-methyl-5,11-dihydro-6h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-oneHCID 470717—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
SolventTetrahydrofuranHCID 8028—
Product11-Ethyl-8-[2-(4-formyl-2-methylphenoxy)ethyl]-5,11-dihydro-5-methyl-6h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-oneHCID 2264886464.2%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of DIAD (395 μL, 2.15 mmol) in THF (0.8 mL) was added dropwise to a solution of 11-ethyl-5,11-dihydro-8-(2-hydroxyethyl)-5-methyl-6H-dipyrido[3,2-b:2′,3′-e][1,4]diazepin-6-one (430 mg, 1.44 mmol), 4-hydroxy-3-methylbenzaldehyde (200 mg, 1.47 mmol) and PPh3 (564 mg, 2.15 mmol) in THF (15 mL) at 25° C. The mixture was stirred at 25° C. for 16 h. The reaction mixture was concentrated under reduced pressure and the residue was purified by flash chromatography (EtOAc:toluene, 1:3) to yield the title compound (385 mg, 64% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06806265B2
Source datasetuspto-grants-2004_10
ORD IDord-b4b76d5bde0b474489adc564d398a936
Source noteuspto-grants-2004_10