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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 562853Generated: October 30, 2026

Tetrahydrofuran → HCID 57595553, compound

https://huagongshe.com/reaction/562853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantPotassium CarbonateHCID 11430—
ReactantThiophene-3-boronic acidHCID 581760—
ReactantHCID 57595694HCID 57595694—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 57595553HCID 57595553—

Reaction Conditions

Temperature70 °C

Reaction Steps

Azaindole 26 (33 mg, 0.00076 mol), Potassium carbonate (44 mg, 0.00032 mol), 3-thiophene boronic acid (20 mg, 0.0002 mol), THF (7 mL), water (1.5 mL), and tetrakis(triphenylphosphine)palladium (0) (5 mg, 0.000004 mol) were added to a round bottom flask. The reaction mixture was stirred under nitrogen at 70° C. for overnight. The solvent was removed and the resulting residue was dissolved in EtOAc, washed with brine, dried over MgSO4 and concentrated. The desired product was purified by silica gel flash chromatography using a 90:10 Hexane/ETOAc solvent system. The product 27 was identified by LC/MS and H1-NMR. LRMS (ESI+): (M+H+)+ 436.5

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067434B2
Source datasetuspto-grants-2011_11
ORD IDord-90eada9387d24f1380436af432c0d9f9
Source noteuspto-grants-2011_11