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Method for producing fluorinated compounds using alcohol solvent having carbonyl group

A technology for fluorinated compounds and production methods, applied in the directions of organic chemistry methods, isotope introduction into organic compounds, esterification of saccharides, etc., can solve the problems of reduced production yield and poor production, and achieve high yield and excellent solubility. Effect

Inactive Publication Date: 2018-11-13
FUTURECHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, it not only reduces the production yield but also causes poor production

Method used

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  • Method for producing fluorinated compounds using alcohol solvent having carbonyl group
  • Method for producing fluorinated compounds using alcohol solvent having carbonyl group
  • Method for producing fluorinated compounds using alcohol solvent having carbonyl group

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0112] Embodiment 1: use " 3-hydroxyl-3-methyl-2-butanone " as solvent [ 18 F] Fluoropropylmethoxycarbonyltropane ([ 18 F]fluoropropylcarbomethoxytropane)([ 18 F] FP-CIT) Preparation

[0113]

[0114] to contain dissolved therein [ 18 F] An aqueous solution of fluoride (5-10 mCi) ions was passed through a cartridge (QMA) filled with ion exchange resin, and then 3.0 mL of ethanol was sprinkled on it. Dissolve 20 mg of cryptofix222-potassium methanesulfonate (K222-KOMs salt) in 1.0 mL of ethanol and splash the prepared solution on the [ 18 F] Fluoride on the cartridge, followed by elution. The cartridge was heated at 100°C while blowing nitrogen to remove ethanol. Add 4.0 mg of the starting material FP-CIT precursor ((1'R,2'S,3'S,5'S)-3'-(4-iodophenyl)-2'-(methoxycarbonyl)spiro [Azetidine-1,8'-bicyclo[3,2,1]octane]-1-ium p-toluenesulfonate) into 0.5mL 3-hydroxy-3-methyl-2-butanone , followed by reaction at 120°C for 10 minutes. Radioactive thin-layer chromatograp...

Embodiment 2

[0115] Embodiment 2: use " methyl 2-hydroxyisobutyrate " as solvent [ 18 F] fluoropropylmethoxycarbonyltropane ([ 18 F] FP-CIT) preparation

[0116] In the same manner as described in Example 1, [ 18 F] fluoropropylmethoxycarbonyltropane ([ 18 F] FP-CIT).

Embodiment 3

[0134] Embodiment 3: use " methyl 2-hydroxyisobutyrate " as solvent [ 18 F] fluoropropylmethoxycarbonyltropane ([ 18 F] FP-CIT) preparation (repeated 4 times)

[0135] This experiment was repeated four times in the same manner as described in Example 2, and the results are shown in Table 2 below.

[0136] [Table 2]

[0137]

[0138] As shown in Table 2, from the results of 5 repeated experiments using methyl 2-hydroxyisobutyrate as the reaction solvent, it was confirmed that this solvent could be used to synthesize [ 18 F] FP-CIT.

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Abstract

The present invention relates to method for producing fluorinated compounds using alcohol solvent having carbonyl group. The method for manufacturing an organic fluoro-compound including fluorine [18F] which uses a solvent in a nucleophilic fluorinated reaction wherein the solvent is expressed by chemical formula 1 so as to manufacture an organic fluoro-compound at high yield. The solvent has veryexcellent solubility with respect to a precursor compound to have a merit suitable for automatic combination of [18F]-labelled radiopharmaceutical.

Description

technical field [0001] The present invention relates to a method for producing an organofluorine compound containing fluorine-18 as a radioactive isotope using an alcohol solvent having a carbonyl group. Background technique [0002] According to the advancement of modern medical technology, human body imaging techniques such as Magnetic Resonance Imaging (MRI), Computed Tomography (CT), X-ray Imaging, Ultrasound Imaging, and Positron Emission Tomography (PET), etc. have been developed and used for disease diagnosis . [0003] Unlike other imaging techniques that provide anatomical images, positron emission tomography (PET) can detect biochemical changes in the human body through radioisotope-conjugated molecular probes, which is beneficial in early diagnosis of diseases. The radioactive isotope used in positron emission tomography has a short half-life so that there is less radiation exposure and it emits gamma rays with high permeability and sensitivity. Positron emissio...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07B59/00C07D451/02C07H1/00C07H13/04C07H19/073C07D233/91C07D417/04
CPCC07B59/002C07B59/005C07D233/91C07D417/04C07D451/02C07H1/00C07H13/04C07H19/073C07H19/06C07D277/66A61K51/0474C07D487/04C07B2200/05C07D221/22C07H5/02
Inventor 池大润李炳世郑玹填梁盛旭
Owner FUTURECHEM
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