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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2222274Generated: October 25, 2026

Tetrabutylammonium Fluoride → HCID 136249894, compound

https://huagongshe.com/reaction/2222274

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant2-{1-[Tri(propan-2-yl)silyl]-1H-pyrrol-3-yl}-1,3-thiazoleHCID 69303014—
SolventTetrahydrofuranHCID 8028—
ProductHCID 136249894HCID 136249894—

Reaction Steps

To a solution of 2-[1-(triisopropylsilyl)-1H-pyrrol-3-yl]-1,3-thiazole (0.200 g, 0.671 mmol) in anhydrous THF (2 mL) was added TBAF (1 mL, 1 mmol of a 1M in THF) and after stirring for 20 min at rt, the reaction was complete. The reaction mixture was quenched with water (40 mL), extracted with EtOAc (3×25 mL) and washed with brine. The organic phase was dried over Na2SO4, concentrated in vacuo and chromatographed on silica gel eluting with EtOAc:hexane (1:1) to afford 2-(1H-pyrrol-3-yl)-1,3-thiazole as a pale solid. 1H NMR (CD3Cl, 300 MHz) δ 8.20 (br, 1H) 7.63 (d, 1H), 7.28 (d, 1H), 7.06 (d, 1H), 6.73 (dd, 1H), 6.57 (dd, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07371767B2
Source datasetuspto-grants-2008_05
ORD IDord-8cf5be524bb24b278a514d60e294b1c7
Source noteuspto-grants-2008_05