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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 427765Generated: October 25, 2026

1,4-Cyclohexadiene → HCID 10226836, compound

https://huagongshe.com/reaction/427765

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-CyclohexadieneHCID 12343—
Reactant{3-[4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-indol-1-yl}-phosphonic acid dibenzyl esterHCID 70153794—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuran ethanolHCID 21873804—
ProductHCID 10226836HCID 1022683655%

Reaction Conditions

Temperature37.5 °C

Reaction Steps

A solution of {3-[4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-indol-1-yl}-phosphonic acid dibenzyl ester (50 mg, 0.08 mmol) (from step a) above) in a mixture of THF/ethanol (3 ml/6 ml) was treated with 10% Pd/C (75 mg) and 1,4-cyclohexadiene (0.5 ml) and warmed to 35-40° C. for 2 hr. The reaction was cooled, filtered through celite and evaporated to dryness. Crystals were obtained from THF/hexane to yielding 20 mg of {3-[4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-indol-1-yl}-phosphonic acid. (Yield 55 %)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06313143B1
Source datasetuspto-grants-2001_11
ORD IDord-a1ed75f4d1d649ed855f11ae6225ea71
Source noteuspto-grants-2001_11