1456616-25-3Relevant articles and documents
[11C]Fluoroform, a Breakthrough for Versatile Labeling of PET Radiotracer Trifluoromethyl Groups in High Molar Activity
Haskali, Mohammad B.,Pike, Victor W.
, p. 8156 - 8160 (2017)
Positron-emission tomography (PET) is an immensely important imaging modality in biomedical research and drug development but must use selective radiotracers to achieve biochemical specificity. Such radiotracers are usually labeled with carbon-11 (t1/2=20 min) or fluorine-18 (t1/2=110 min), but these are only available from cyclotrons in a few simple chemical forms. [18F]Fluoroform has emerged for labeling tracers in trifluoromethyl groups but is severely limited in utility by low radioactivity per mass (low molar activity). Here, the synthesis of [11C]fluoroform is described, based on CoF3-mediated fluorination of cyclotron-produced [11C]methane. This process is efficient and repetitively reliable. [11C]Fluoroform shows versatility for labeling small molecules in very high molar activity (>200 GBq μmol?1), far exceeding that possible by using [18F]fluoroform. Therefore, [11C]fluoroform represents a major breakthrough for labeling prospective PET tracers in trifluoromethyl groups at high molar activity.
TCDA: Practical Synthesis and Application in the Trifluoromethylation of Arenes and Heteroarenes
Wang, Jian,Zhang, Xiaomin,Wan, Zehong,Ren, Feng
supporting information, p. 836 - 839 (2016/05/19)
A practical synthesis of the reagent trimethylsilyl chlorodifluoroacetate (TCDA) is reported on 50 g scale. The trifluoromethylation with TCDA was optimized, and the reaction shows very broad scope with respect to electron-deficient, -neutral, -rich aryl/heteroaryl iodides, as well as excellent functional group tolerability, such as ester, amide, aldehyde, hydroxyl, and carboxylic acid. The reagent was also applied to the late-stage trifluoromethylation of three medicinally relevant compounds. Additionally, the building block trifluoromethylpyridine and one drug related molecule Boc-Fluoxetin were synthesized in 10 g scale by this method, demonstrating its practical applications in process chemistry.
