Synthesis of []fluoromethyl iodide, a synthetic precursor for fluoromethylation of radiopharmaceuticals

Section: Introductionmentioning

confidence: 99%

Improved synthesis of [¹⁸F]fluoromethyl tosylate, a convenient reagent for radiofluoromethylations

Neal¹,

Apana²,

Berridge

2005

“…Due to the lack of methods for producing high specific activity [ 18 F]trifluoromethoxy groups, and with the possibility of synthesizing high specific activity [ 18 F]fluoromethoxy containing compounds, 11,12 we thought compound 2a, if it maintained affinity and selectivity, could be labelled with fluorine-18 and would make an attractive NR2B-selective PET tracer. The lipophilicity of 2a would also be expected to be less than that of 1.…”

Section: Resultsmentioning

confidence: 99%

The synthesis of a benzamidine‐containing NR2B‐selective NMDA receptor ligand labelled with tritium or fluorine‐18

Hamill¹,

McCauley²,

Burns³

2004

SummaryA novel tritium or flourine-18-labelled benzamidine-containing NR2B-selective NMDA receptor ligand has been synthesized. This compound was designed to contain the fluoromethoxy group to allow for the synthesis of a high specific activity, fluorine-18-labelled PET tracer for imaging studies of the NR2B receptor. In addition to the fluorine-18-labelled compound, this compound was also tritium labelled. The tritiated ligand (11 Ci/mmol) was synthesized by a gas tritiation reaction of an aryl bromide precursor. The fluorine-18 ligand (2916 Ci/mmol), which was deuterated in the fluoromethoxy group to aid in metabolic stability, was synthesized by alkylating a phenolic precursor with [18 F]fluoromethylbromide-d 2 .

“…The intermediate iodophenol 4, itself a precursor to 2b, was Scheme 1. Synthetic routes for tritium labelled neurokinin-1 compounds alkylated using fluoromethyliodide 5 and deprotected to give the desired iodoaryl ether 5.…”

Section: Resultsmentioning

confidence: 99%

The synthesis of tritium labelled neurokinin‐1 receptor ligands

Hamill

Burns

2004