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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2267507Generated: October 27, 2026

Carbonate Ion → HCID 59003285, compound

https://huagongshe.com/reaction/2267507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbonate IonHCID 19660—
Reactant3-Formylphenylboronic acidHCID 2734356—
Reactant5-bromo-3-(1-{[2-(methyloxy)ethyl]sulfonyl}-4-piperidinyl)-1H-indole-7-carboxamideHCID 59600662—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59003285HCID 5900328548.4%

Reaction Conditions

Temperature160 °C

Reaction Steps

To a solution of 5-bromo-3-(1-{[2-(methyloxy)ethyl]sulfonyl}-4-piperidinyl)-1H-indole-7-carboxamide (100 mg, 0.22 mmol) in dioxane (3.0 mL) and water (1.0 ml), (3-formylphenyl)boronic acid (186 mg, 1.25 mmol), Pd(PPh3)4 (25.0 mg, 10%) and cessium carbonate (200 mg, 0.45 mmol) were added. The reaction mixture was heated in a Smith synthesizer microwave at 160° C. for 20 min. All solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography (ethyl acetate/hexane, 1/1) to yield the desired product (50.0 mg, 48%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858796B2
Source datasetuspto-grants-2010_12
ORD IDord-74b1384068a543808ad9abfd4056afd7
Source noteuspto-grants-2010_12