Radiosynthesis and reactivity of N-[11C]methyl carbamoylimidazole

Manikandan Kadirvel; Déborah Cardoso; Sally Freeman; Gavin Brown

doi:10.1007/s10967-018-5948-4

Radiosynthesis and reactivity of N-[¹¹C]methyl carbamoylimidazole

Manikandan Kadirvel
, Déborah Cardoso
, Sally Freeman
, Gavin Brown^*

^*Corresponding author for this work

Chemical Engineering

Research output: Contribution to journal › Article › peer-review

1 Citation (Scopus)

31 Downloads (Pure)

Abstract

N-Methyl carbamoylimidazole is a safe and practical alternative to methyl isocyanate for carbamoylation reactions. We have developed a new chemical route for its synthesis from methyl iodide and applied this to the synthesis of N-[¹¹C]methyl carbamoylimidazole as a new [¹¹C]synthon to radiolabel biomolecules for PET imaging research. N-[¹¹C]methyl carbamoylimidazole was prepared from [¹¹C]methyl iodide in 70–74% radiochemical yield (decay corrected) and can be used in situ for further reaction without purification. The reactivity of N-[¹¹C]methyl carbamoylimidazole was demonstrated in a series of [¹¹C]carbamoylation reactions.

Original language	English
Pages (from-to)	977-984
Number of pages	8
Journal	Journal of Radioanalytical and Nuclear Chemistry
Volume	317
Issue number	2
Early online date	19 Jun 2018
DOIs	https://doi.org/10.1007/s10967-018-5948-4
Publication status	Published - Aug 2018

Bibliographical note

Publisher Copyright:
© 2018, The Author(s).

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This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Keywords

C
Carbamoylation
Methyl isocyanate
PET
Radiochemistry

ASJC Scopus subject areas

Analytical Chemistry
Nuclear Energy and Engineering
Radiology Nuclear Medicine and imaging
Pollution
Spectroscopy
Public Health, Environmental and Occupational Health
Health, Toxicology and Mutagenesis

Access to Document

10.1007/s10967-018-5948-4Licence: Creative Commons: Attribution (CC BY)

KadirvelM2018RadiosynthesisFinal published version, 941 KBLicence: Creative Commons: Attribution (CC BY)

Cite this

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title = "Radiosynthesis and reactivity of N-[11C]methyl carbamoylimidazole",

abstract = "N-Methyl carbamoylimidazole is a safe and practical alternative to methyl isocyanate for carbamoylation reactions. We have developed a new chemical route for its synthesis from methyl iodide and applied this to the synthesis of N-[11C]methyl carbamoylimidazole as a new [11C]synthon to radiolabel biomolecules for PET imaging research. N-[11C]methyl carbamoylimidazole was prepared from [11C]methyl iodide in 70–74\% radiochemical yield (decay corrected) and can be used in situ for further reaction without purification. The reactivity of N-[11C]methyl carbamoylimidazole was demonstrated in a series of [11C]carbamoylation reactions.",

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author = "Manikandan Kadirvel and D{\'e}borah Cardoso and Sally Freeman and Gavin Brown",

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AU - Kadirvel, Manikandan

AU - Cardoso, Déborah

AU - Freeman, Sally

AU - Brown, Gavin

PY - 2018/8

Y1 - 2018/8

N2 - N-Methyl carbamoylimidazole is a safe and practical alternative to methyl isocyanate for carbamoylation reactions. We have developed a new chemical route for its synthesis from methyl iodide and applied this to the synthesis of N-[11C]methyl carbamoylimidazole as a new [11C]synthon to radiolabel biomolecules for PET imaging research. N-[11C]methyl carbamoylimidazole was prepared from [11C]methyl iodide in 70–74% radiochemical yield (decay corrected) and can be used in situ for further reaction without purification. The reactivity of N-[11C]methyl carbamoylimidazole was demonstrated in a series of [11C]carbamoylation reactions.

AB - N-Methyl carbamoylimidazole is a safe and practical alternative to methyl isocyanate for carbamoylation reactions. We have developed a new chemical route for its synthesis from methyl iodide and applied this to the synthesis of N-[11C]methyl carbamoylimidazole as a new [11C]synthon to radiolabel biomolecules for PET imaging research. N-[11C]methyl carbamoylimidazole was prepared from [11C]methyl iodide in 70–74% radiochemical yield (decay corrected) and can be used in situ for further reaction without purification. The reactivity of N-[11C]methyl carbamoylimidazole was demonstrated in a series of [11C]carbamoylation reactions.

KW - C

KW - Carbamoylation

KW - Methyl isocyanate

KW - PET

KW - Radiochemistry

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