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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656134Generated: October 29, 2026

Potassium Carbonate → HCID 59332760, compound

https://huagongshe.com/reaction/656134

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Thiopheneboronic acidHCID 2733960—
Reactant5-Bromo-3-(1,1-dioxidotetrahydro-2H-thiopyran-3-yl)-1H-indole-7-carboxamideHCID 59332791—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59332760HCID 5933276028%

Reaction Conditions

Temperature100 °C

Reaction Steps

5-Bromo-3-(1,1-dioxidotetrahydro-2H-thiopyran-3-yl)-1H-indole-7-carboxamide (0.050 g, 0.134 mmol) and 2-thienylboronic acid (0.022 g, 0.174 mmol) was dissolved in a 6:1 solution of 1,4 dioxane (3 mL)/water (0.5 mL) in a 20 mL microwave reaction vessel. Potassium carbonate (0.093 g, 0.670 mmol) was added and the solution was degassed with Nitrogen. PdCl2(dppf)2 (0.017 g, 0.023 mmol) was added and the reaction was heated in a microwave at 100° C. for 20 min. The solution was passed through a StratoSphere SPE PL-Thiol MP SPE column to remove palladium and purified on Gilson preparative HPLC using Acetonitrile/Water. The desired fractions were concentrated, giving 0.014 g (28%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071584B2
Source datasetuspto-grants-2011_12
ORD IDord-83189b2232d441fe927c3d7ff1004c4a
Source noteuspto-grants-2011_12