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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515864Generated: November 3, 2026

Tetrahydrofuran → HCID 67228582, compound

https://huagongshe.com/reaction/1515864

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 67228469HCID 67228469—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 67228582HCID 67228582100%

Reaction Steps

A mixture of 1-(1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridin-2-yl)-2-cyclopentyl-1-(5-methanesulfonyl-pyridin-2-yl)-ethanol (0.12 g, 0.23 mmol) and tetrabutylammonium fluoride in tetrahydrofuran (1 M, 4.6 mL, 4.6 mmol) was stirred for 3 h at room temperature. After cooling to room temperature, the mixture was poured into brine (15 mL), extracted with ethyl acetate (2×100 mL), washed with a saturated aqueous ammonium chloride solution (3×50 mL), dried over anhydrous sodium sulfate and then concentrated in vacuo to afford 2-[2-cyclopentyl-1-(5-methanesulfonyl-pyridin-2-yl)-vinyl]-1H-pyrrolo[2,3-b]pyridine (84 mg, 100%) which was used in the next step without purification: LC/MS m/e calcd for C20H21N3O2S [M+H]+ 368.47, observed 368.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222416B2
Source datasetuspto-grants-2012_07
ORD IDord-c046cb589d3b40f0a4e2aab153321b4b
Source noteuspto-grants-2012_07