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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387356Generated: October 30, 2026

Potassium Carbonate → (Rac)-3-(1,1-dioxidotetrahydro-3-thienyl)-5-(4-fluorophenyl)-1h-indole-7-carboxamide

https://huagongshe.com/reaction/387356

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Fluorophenylboronic acidHCID 285645—
Reactant5-bromo-3-(1,1-dioxidotetrahydro-3-thienyl)-1H-indole-7-carboxamideHCID 59332563—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
Product(Rac)-3-(1,1-dioxidotetrahydro-3-thienyl)-5-(4-fluorophenyl)-1h-indole-7-carboxamideHCID 5933279716.3%

Reaction Conditions

Temperature150 °C

Reaction Steps

5-Bromo-3-(1,1-dioxidotetrahydro-3-thienyl)-1H-indole-7-carboxamide (100 mg, 0.28 mmol), and dioxane water (3:1, 2 mL) were dissolved together. 4-fluorophenyl boronic acid (59 mg, 0.42 mmol), potassium carbonate (116 mg, 0.84 mmol) were added and a stream of Ar was passed through the solution for 5 min and then Pd(PPh3)4 was added (32 mg, 0.028 mmol). Argon was passed through the solution for 5 min and then the mixture was heated on the microwave at 150° C. for 20 min. The reaction mixture was concentrated and purified by HPLC to afforded 17 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372875B2
Source datasetuspto-grants-2013_02
ORD IDord-72d08e62e3904a4da8406c6b06d63b0b
Source noteuspto-grants-2013_02