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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1886950Generated: November 1, 2026

Water → HCID 14665538, compound

https://huagongshe.com/reaction/1886950

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhenylboronic AcidHCID 66827—
Reactant5-Bromo-2-(4-chlorophenyl)-1H-indoleHCID 4714995—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductHCID 14665538HCID 1466553811%

Reaction Conditions

Temperature160 °C

Reaction Steps

To a suspension of 5-bromo-2-(4-chlorophenyl)-1H-indole (200 mg, 0.65 mmol) in dioxane/water 4:1 v/v (5 mL) was added phenylboronic acid (87 mg, 0.72 mmol) and a few milligrams of tetrakis(triphenylphosphine)palladium(0). The resulting suspension was heated in the microwave at 160° C. for 15 min. After cooling, the reaction was poured into water to give a precipitate, which was filtered off and washed with water. The resulting solid was purified by column chromatography eluting using a gradient (hexanes to ethyl acetate/hexanes 30:70 v/v), followed by a recrystallisation from hot ethyl acetate to afford 21 mg (11%) of the title compound (LCMS RT=8.54 min, MH+304.1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501713B2
Source datasetuspto-grants-2013_08
ORD IDord-f5397bce43d34ec9a34c2f56f5563b2b
Source noteuspto-grants-2013_08