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Synthesis of. cap alpha. ,. cap alpha. ,. cap alpha. -tri(/sup 18/F)fluorotoluenes

Conference · · J. Nucl. Med.; (United States)
OSTI ID:6854567
; ; ;
F-18 labeled ..cap alpha..,..cap alpha..,..cap alpha..-trifluorotoluenes (2) are the important intermediates for the syntheses of F-18 labeled radiopharmaceuticals. Compounds (2) (Y=H, O-NH/sub 2/, m-NH/sub 2/, m-OH, p-OH, O-CN, p-CN) have been synthesized by the reactions of benzotrifluoride with K/sup 18/F/18-crown-6 ether in 0-14% yield. The authors report here the syntheses of compounds (2) by the reactions of substituted toluenes with H/sup 18/F/SB/sub 2/O/sub 3/ to give compounds (2) in 0-70% radio-chemical yield depending on the substituents on the aromatic ring and the reaction conditions. This method thus provides a new route to F-18 labeled radiopharmaceuticals which contain ..cap alpha..,..cap alpha..,..cap alpha..-trifluorotoluene component. For example, 1-(..cap alpha..,..cap alpha..,..cap alpha..-tri(/sup 18/F)fluoro-m-tolyl)piperazine (3), a serotonin agonist has been synthesized in a 2-step synthesis from m-nitro-..cap alpha..,..cap alpha..,..cap alpha..-tri(/sup 18/F)fluorotoluene in 20-30% radiochemical yield.
Research Organization:
Brookhaven National Lab., Upton, NY
OSTI ID:
6854567
Report Number(s):
CONF-850611-
Conference Information:
Journal Name: J. Nucl. Med.; (United States) Journal Volume: 26:5
Country of Publication:
United States
Language:
English

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Related Subjects

38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY
400700 -- Radiochemistry & Nuclear Chemistry
550601* -- Medicine-- Unsealed Radionuclides in Diagnostics
62 RADIOLOGY AND NUCLEAR MEDICINE
ALKYLATED AROMATICS
ANTIMONY COMPOUNDS
ANTIMONY OXIDES
AROMATICS
AZINES
BETA DECAY RADIOISOTOPES
BETA-PLUS DECAY RADIOISOTOPES
CHALCOGENIDES
CHEMICAL COMPOSITION
CHEMICAL PREPARATION
CHEMICAL REACTION YIELD
CHEMISTRY
DRUGS
ETHERS
FLUORINATED AROMATIC HYDROCARBONS
FLUORINE 18
FLUORINE ISOTOPES
HALOGENATED AROMATIC HYDROCARBONS
HETEROCYCLIC COMPOUNDS
HOURS LIVING RADIOISOTOPES
HYDROCARBONS
ISOTOPES
LABELLED COMPOUNDS
LABELLING
LIGHT NUCLEI
NUCLEI
ODD-ODD NUCLEI
ORGANIC COMPOUNDS
ORGANIC FLUORINE COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OXIDES
OXYGEN COMPOUNDS
PIPERAZINES
PYRAZINES
RADIOACTIVITY
RADIOCHEMISTRY
RADIOISOTOPES
RADIOPHARMACEUTICALS
REACTION INTERMEDIATES
SYNTHESIS
TOLUENE
YIELDS