Solid-phase preparation of [ 18 F]fluorohaloalkanes

Organic compounds -- part of the class 532-570 series – Organic compounds – Sulfur containing

Reexamination Certificate

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Details

C568S032000, C570S106000, C424S001110, C424S001370

Reexamination Certificate

active

07999139

ABSTRACT:
The invention relates to a process for the production of an [18F]fluorohaloalkane which comprises treatment of a solid support-bound precursor of formula (I):in-line-formulae description="In-line Formulae" end="lead"?SOLID SUPPORT-LINKER-SO2—O—(CH2)nX  (I)in-line-formulae description="In-line Formulae" end="tail"?wherein n is an integer of from 1 to 7 and X is chloro, bromo or iodo;with18F−to produce the [18F]fluorohaloalkane of formula (II)in-line-formulae description="In-line Formulae" end="lead"?18F—(CH2)n—X  (II)in-line-formulae description="In-line Formulae" end="tail"?wherein n and X are as defined for the compound of formula (I), optionally followed by(i) removal of excess18F−, for example by ion-exchange chromatography; and/or(ii) removal of organic solvent.

REFERENCES:
patent: 6486354 (2002-11-01), Gani et al.
patent: 0030516 (1981-06-01), None
patent: 03/002157 (2003-01-01), None
Oh et al. Comparison of [18F] Fluoropropylating Agents for 18F-Radiolabeling of Amines. Bulletin of the Korean Chemical Society. 2000, vol. 21 (11), pp. 1162-1164.
Chemical Abstract AN 1988:130967 of J. of Labelled Compounds and Radiopharm. (1987), vol. 24(9), pp. 1029-1042.
S. Comagic, et.al., “Efficient Synthesis of 2-Bromo1-18F-fluorethane and its Applicationin the Automated Preparation of 18F-Fluorethylated Compounds” Applied radiation and isotopes, vol. 56, 2002, pp. 847-851.
Search Report for GB 0229688.7 dated May 29, 2003.
Int'l Search report for PCT/GB2003/005630 dated May 4, 2004.
Int'l Preliminary Examination Report for PCT/GB2003/005630 dated Oct. 21, 2004.

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