Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393289Generated: October 27, 2026

Triphenylphosphine → Methyl 3'-[2-(11-ethyl-6,11-dihydro-5-methyl-6-oxo-5h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-8-yl)ethoxy]-[1,1'-biphenyl]-4-carboxylate

https://huagongshe.com/reaction/393289

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant11-Ethyl-8-(2-hydroxyethyl)-5-methyl-5,11-dihydro-6h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-oneHCID 470717—
ReactantMethyl 4-(3-hydroxyphenyl)benzoateHCID 4564855—
ReactantDiethyl azodicarboxylateHCID 5462977—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 3'-[2-(11-ethyl-6,11-dihydro-5-methyl-6-oxo-5h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-8-yl)ethoxy]-[1,1'-biphenyl]-4-carboxylateHCID 2264887343%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of DEAD (84 μL, 0.54 mmol) in THF (0.5 mL) was added over 2 h to an ice-cold 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 (100 mg, 0.34 mmol), methyl 3′-hydroxy-[1,1′-biphenyl]-4-carboxylate (123 mg, 0.54 mmol) and PPh3 (141 mg, 0.54 mmol) in THF (3.4 mL). The reaction mixture was stirred at 25° C. for 12 h then concentrated under reduced pressure. The residue was purified by flash chromatography (toluene:EtOAc, 85:15) to give the title compound (74 mg, 43% yield) as white gummy solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06806265B2
Source datasetuspto-grants-2004_10
ORD IDord-2c474c5e6c8a40f2a57b3561ed3cb86c
Source noteuspto-grants-2004_10