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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1818945Generated: November 1, 2026

Tetrabutylammonium Fluoride → 4-chloro-6-(1-methyl-1H-[1,2,3]triazol-4-yl)-thieno[3,2-d]pyrimidine

https://huagongshe.com/reaction/1818945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant4-chloro-6-(1-trimethylsilanylmethyl-1H-[1,2,3]triazol-4-yl)-thieno[3,2-d]pyrimidineHCID 86603174—
CatalystWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product4-chloro-6-(1-methyl-1H-[1,2,3]triazol-4-yl)-thieno[3,2-d]pyrimidineHCID 86094981—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of compound 48.3 (0.5 mmol) in THF (10.0 mL) was added several drops of water and TBAF (0.55 mmol; 1.0 M in THF) at 0° C. The resulting mixture was stirred at 0° C. for 15 minutes, concentrated and washed with hexanes. The white solid that formed was suspended in ice water (10 mL), filtered, washed with ice water and dried in vacuo to provide 4-chloro-6-(1-methyl-1H-[1,2,3]triazol-4-yl)-thieno[3,2-d]pyrimidine (compound 48.4) in 95% yield. EIMS (m/z): calcd. for C9H6ClN5S (M+)+H 252.00. found 252.00.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601725B2
Source datasetuspto-grants-2009_10
ORD IDord-6c5d0022afdd4b6da47f920f44fb840e
Source noteuspto-grants-2009_10