Improved Syntheses of Precursors for PET Radioligands [F]XTRA and [F]AZAN

Yongjun Gao; Haofan Wang; Ronnie C Mease; Martin G Pomper; Andrew G Horti

doi:10.1016/j.tetlet.2010.08.001

Improved Syntheses of Precursors for PET Radioligands [F]XTRA and [F]AZAN

Tetrahedron Lett. 2010 Oct 6;51(40):5333-5335. doi: 10.1016/j.tetlet.2010.08.001.

Authors

Yongjun Gao¹, Haofan Wang, Ronnie C Mease, Martin G Pomper, Andrew G Horti

Affiliation

¹ Russell H. Morgan Department of Radiology and Radiological Sciences, School of Medicine, Johns Hopkins University, 600 North Wolfe Street, Baltimore, Maryland 21287-0816.

Abstract

Improved syntheses of 7-methyl-2-exo-[3'-(2-bromopyridin-3-yl)-5'-pyridinyl]-7-azabicyclo[2.2.1]heptanes (3) and 7-methyl-2-exo-[3'-(6-bromopyridin-2-yl)-5'-pyridinyl]-7-azabicyclo[2.2.1]heptanes (4), precursors for PET radioligands [(18)F]XTRA (1) and [(18)F]AZAN (2), involving a key Stille coupling step followed by deprotection of Boc group and N-methylation are described. The new synthetic procedures provided the title compounds in more than 40% overall yields.

Abstract

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