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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964988Generated: November 3, 2026

Tetrahydrofuran → HCID 58087616, compound

https://huagongshe.com/reaction/1964988

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Thiopheneboronic acidHCID 2733960—
ReactantHCID 58086910HCID 58086910—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 58087616HCID 58087616100.1%

Reaction Steps

5-Bromo-3-(4-methoxy-benzoyl)-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester (117, 100.0 mg, 0.23 mmol), thiophene-2-boronic acid (59 mg. 0.46 mmol), tetrakis(triphenylphosphine)palladium(0) (20.0 mg, 0.017 mmol), potassium carbonate (80 mg, 0.58 mmol), tetrahydrofuran (15.0 mL) and water (5.0 mL) were combined under an atmosphere of nitrogen. The reaction mixture was refluxed overnight, then poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, concentrated and purified with silica gel chromatography to give compound 118 (100 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415469B2
Source datasetuspto-grants-2013_04
ORD IDord-8b38553ef75f425eb3722b21a9b0c6bb
Source noteuspto-grants-2013_04