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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 562236Generated: October 31, 2026

Sodium Carbonate → HCID 86631032, compound

https://huagongshe.com/reaction/562236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant5-bromo-3-[1-(ethanesulfonyl)-4-piperidinyl]-1H-indole-7-carboxamideHCID 11384427—
ReactantHCID 57597824HCID 57597824—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86631032HCID 8663103258%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 2-(methyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (610 mg, 2.33 mmol) in dioxane (19 mL) and H2O (6.3 mL), was added 5-bromo-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide (963 mg, 2.33 mmol), and sodium carbonate (1.48 g, 13.9 mmol). After flushing with Agron for 10 min, tetrakis(triphenylphosphine)palladium(0) (134 mg, 0.166 mmol) was added. The reaction was heated in the microwave 120° C. for 120 min. Compound was purified by flash chromatography using DCM and MeOH to give 632 mg of 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-[3-formyl-4-(methyloxy)phenyl]-1H-indole-7-carboxamide (58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063071B2
Source datasetuspto-grants-2011_11
ORD IDord-3395716a578f4efab8857f14fa4473b7
Source noteuspto-grants-2011_11