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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 244737Generated: October 30, 2026

Potassium Carbonate → HCID 58356356, compound

https://huagongshe.com/reaction/244737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantBenzo[b]furan-2-boronic acidHCID 2776266—
ReactantN-(6-bromo-1H-indazol-4-yl)-2-methyl-1,3-thiazole-4-carboxamideHCID 58255750—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58356356HCID 583563563.2%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 1-benzofuran-2-ylboronic acid (24 mg, available from Lancaster Synthesis) in 1,4-dioxane (1 ml) was added a solution of .N-(6-bromo-1H-indazol-4-yl)-2-methyl-1,3-thiazole-4-carboxamide (34 mg) in 1,4-dioxane (1 ml). A solution of potassium carbonate (17 mg) in water (0.2 ml) was then added, followed by Pd(dppf)Cl2 (10 mg). The reaction vessel was sealed and heated under microwave irradiation in CEM Discover at 150° C. for 30 min. The mixture was cooled and the solvent was evaporated in vacuo using the Genevac to give the crude products. The sample was loaded in methanol and applied to a reverse phase (C18) cartridge (500 mg) and eluted using MeCN/TFA 0.1% (3×3 ml). The appropriate fractions were combined and dried under a stream of nitrogen then the residue was dissolved in (3:1, DMSO:MeOH, 0.5 ml) and purified by mass directed preparative HPLC (Method C) to afford the title compound (1.2 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658635B2
Source datasetuspto-grants-2014_02
ORD IDord-3383dc7981b1428b8eec115482a5bb6c
Source noteuspto-grants-2014_02