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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1020908Generated: October 31, 2026

Stannane, tributyl-1-cyclopenten-1-yl- → HCID 67273815, compound

https://huagongshe.com/reaction/1020908

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannane, tributyl-1-cyclopenten-1-yl-HCID 10915290—
Reactant2-Iodo-4-methoxy-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridineHCID 67273522—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 67273815HCID 6727381564.9%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 1-benzenesulfonyl-2-iodo-4-methoxy-1H-pyrrolo[2,3-b]pyridine (1.1 g, 2.65 mmol), tributyl-cyclopent-1-enyl-stannane (1.9 g, 5.31 mmol), and bis(triphenylphosphine)palladium(II) chloride (93 mg) in DMF (10 mL) was heated in a sealed tube to 90° C. for seven hours. The mixture was washed with hexanes (2×10 mL) and the DMF phase was concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (gradient elution of 10-35% EtOAc/hexanes) to give 0.61 g of 1-benzenesulfonyl-2-cyclopent-1-enyl-4-methoxy-7-azaindole as a yellow solid; MS (m/z) 355 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716493B2
Source datasetuspto-grants-2014_05
ORD IDord-4ca58ec96a4c4d378a246351cebbd546
Source noteuspto-grants-2014_05