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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515872Generated: November 3, 2026

Tetrahydrofuran → HCID 67228577, compound

https://huagongshe.com/reaction/1515872

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 67229612HCID 67229612—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 67228577HCID 67228577100%

Reaction Steps

A mixture of 1-benzenesulfonyl-2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-vinyl]-6-methoxy-1H-pyrrolo[2,3-b]pyridine (300 mg, 0.56 mmol) and tetrabutylammonium fluoride in tetrahydrofuran (1.0 M, 20 mL, 20 mmol) was stirred for 12 h at 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 give 2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-vinyl]-6-methoxy-1H-pyrrolo[2,3-b]pyridine (0.22 g, 100%) as a solid which was used in the next step without purification: LC/MS m/e calcd for C22H24N2O3S [M+H]+ 397.51, observed 397.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222416B2
Source datasetuspto-grants-2012_07
ORD IDord-b1c07e82477246ee88735531399fd36f
Source noteuspto-grants-2012_07