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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515916Generated: November 4, 2026

Tetrahydrofuran → HCID 67228774, compound

https://huagongshe.com/reaction/1515916

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant1-benzenesulfonyl-2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-vinyl]-5-trifluoromethyl-1H-pyrrolo[2,3-b]pyridineHCID 67228661—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 67228774HCID 6722877493%

Reaction Steps

A mixture of 1-benzenesulfonyl-2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-vinyl]-5-trifluoromethyl-1H-pyrrolo[2,3-b]pyridine (270 mg, 0.47 mmol) and a solution of tetrabutylammonium fluoride in tetrahydrofuran (1 M, 9.4 mL, 9.4 mmol) was stirred for 12 h at room temperature. The mixture was poured into brine (15 mL), extracted with ethyl acetate (2×50 mL), washed with a saturated aqueous ammonium chloride solution (3×20 mL), dried over anhydrous sodium sulfate and then concentrated in vacuo to afford 2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-vinyl]-5-trifluoromethyl-1H-pyrrolo[2,3-b]pyridine (190 mg, 93%) as a solid which was used in the next step without purification: LC/MS m/e calcd for C22H21F3N2O2S [M+H]+ 435.48, observed 434.8.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222416B2
Source datasetuspto-grants-2012_07
ORD IDord-b39275a894cc425d86be97454d6800a6
Source noteuspto-grants-2012_07