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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 909429Generated: November 1, 2026

Potassium Carbonate → HCID 66682062, compound

https://huagongshe.com/reaction/909429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTriphenylphosphineHCID 11776—
Reactant2-ChlorobenzothiazoleHCID 11987—
Reactant1-(tert-Butoxycarbonyl)-2-pyrroleboronic AcidHCID 2734321—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
ProductHCID 66682062HCID 6668206282.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

Commercially available 1-(t-butoxycarbonyl)pyrrole-2-boronic acid (417 mg, 1.98 mmol) was dissolved in 1,2-dimethoxyethane (20 mL), and 2-chloro-1,3-benzothiazole (0.25 mL, 2.02 mmol), palladium (II) acetate (23.0 mg, 0.102 mmol), triphenylphosphine (105 mg, 0.400 mmol) and an aqueous potassium carbonate solution (3M, 1.3 mL, 0.433 mmol) were added, followed by stirring at 100° C. for 22 hours under nitrogen atmosphere. The reaction solution was cooled to room temperature, water (20 mL) and ethyl acetate (20 mL) were added, and the solution was separated. The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=0%-20%) to afford the desired compound (490 mg, yield 82%) as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017610B2
Source datasetuspto-grants-2011_09
ORD IDord-fdc8dee2fed04419bd154b4c232537fd
Source noteuspto-grants-2011_09