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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1785589Generated: October 29, 2026

Tetrahydrofuran → Benzyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate

https://huagongshe.com/reaction/1785589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantBenzyl 1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine-5-carboxylateHCID 58835322—
SolventWaterHCID 962—
ProductBenzyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylateHCID 5759558135.6%

Reaction Steps

Into a Round bottom flask was added compound 21 (250.0 mg, 0.0006118 mol) and Tetrahydrofuran (5.0 mL, 0.062 mol) and Tetra-n-butylammonium fluoride (190 mg, 0.00073 mol). The reaction mixture was stirred at room temperature for 30 minutes. The reaction mixture was poured into water, extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate, concentrated and purified with biotage to give product 22 (55 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504509B2
Source datasetuspto-grants-2009_03
ORD IDord-6103052002624290959dfc005b6a50fd
Source noteuspto-grants-2009_03