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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2114039Generated: October 29, 2026

Tetrabutylammonium Fluoride → H-Pyrrolo[2,3-b]pyridine, 5-bromo-3-(3-furanyl)-

https://huagongshe.com/reaction/2114039

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant5-Bromo-3-furan-3-yl-2-trimethylsilanyl-1H-pyrrolo[2,3-b]pyridineHCID 59811872—
SolventTetrahydrofuranHCID 8028—
ProductH-Pyrrolo[2,3-b]pyridine, 5-bromo-3-(3-furanyl)-HCID 5981189660.8%

Reaction Steps

To a stirred solution of azaindole 13 (20.9 mg, 0.06 mmol) in THF (3 mL) was added a 1M solution of TBAF in THF (0.12 mL, 0.12 mmol). After 1.5 h the mixture was concentrated and purified by PTLC with AcOEt as eluent to give azaindole 14 (9.6 mg, 58%) as a white solid. 1H NMR (400 MHz; CDCl3) δ 6.67 (m, 1H), 7.44 (d, J=2.4 Hz, 1H), 7.53 (m, 1H), 7.76 (m, 1H), 8.18 (d, J=2.1 Hz, 1H), 8.39 (m, 1H), 9.33 (brs, NH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07432375B2
Source datasetuspto-grants-2008_10
ORD IDord-8a19bc40a0db48b69c68728fb19c1ad6
Source noteuspto-grants-2008_10