[⁽¹⁸⁾F]-N-{2-[4-(5-benzyloxy-pyrimidin-2-yl)-piperazin-1-yl]-2-oxo-ethyl}-2-fluoropyridine-4-carboxamide

Base Information

• Chemical Name: [⁽¹⁸⁾F]-N-{2-[4-(5-benzyloxy-pyrimidin-2-yl)-piperazin-1-yl]-2-oxo-ethyl}-2-fluoropyridine-4-carboxamide
• CAS No.: 1333320-40-3
• Molecular Formula: C₂₃H₂₃FN₆O₃
• Molecular Weight: 449.474

Synonyms:[⁽¹⁸⁾F]-N-{2-[4-(5-benzyloxy-pyrimidin-2-yl)-piperazin-1-yl]-2-oxo-ethyl}-2-fluoropyridine-4-carboxamide

Chemical Property of [⁽¹⁸⁾F]-N-{2-[4-(5-benzyloxy-pyrimidin-2-yl)-piperazin-1-yl]-2-oxo-ethyl}-2-fluoropyridine-4-carboxamide

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Technology Process of [⁽¹⁸⁾F]-N-{2-[4-(5-benzyloxy-pyrimidin-2-yl)-piperazin-1-yl]-2-oxo-ethyl}-2-fluoropyridine-4-carboxamide

There total 5 articles about [⁽¹⁸⁾F]-N-{2-[4-(5-benzyloxy-pyrimidin-2-yl)-piperazin-1-yl]-2-oxo-ethyl}-2-fluoropyridine-4-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N-{2-[4-(5-benzyloxy-pyrimidin-2-yl)-piperazin-1-yl]-2-oxo-ethyl}-2-iodopyridine-4-carboxamide (1333316-46-3) → [(18)F]-N-{2-[4-(5-benzyloxy-pyrimidin-2-yl)-piperazin-1-yl]-2-oxo-ethyl}-2-fluoropyridine-4-carboxamide (1333320-40-3)

Guidance literature:

With caesium carbonate; [2.2.2]cryptande; In dimethyl sulfoxide; at 180 ℃; for 0.333333h;

Reference yield:

1-(5-bromopyrimidin-2-yl)piperazine (99931-82-5) → [(18)F]-N-{2-[4-(5-benzyloxy-pyrimidin-2-yl)-piperazin-1-yl]-2-oxo-ethyl}-2-fluoropyridine-4-carboxamide (1333320-40-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: caesium carbonate; 1,10-Phenanthroline / copper(l) iodide / toluene / 24 h / 110 °C / Inert atmosphere

2.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / -15 °C

2.2: -10 - 20 °C

3.1: hydrogenchloride / diethyl ether / 20 °C

4.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C

5.1: caesium carbonate; [2.2.2]cryptande / dimethyl sulfoxide / 0.33 h / 180 °C

With hydrogenchloride; 1,10-Phenanthroline; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; [2.2.2]cryptande; isobutyl chloroformate; copper(l) iodide; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → [(18)F]-N-{2-[4-(5-benzyloxy-pyrimidin-2-yl)-piperazin-1-yl]-2-oxo-ethyl}-2-fluoropyridine-4-carboxamide (1333320-40-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: caesium carbonate; 1,10-Phenanthroline / copper(l) iodide / toluene / 24 h / 110 °C / Inert atmosphere

2.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / -15 °C

2.2: -10 - 20 °C

3.1: hydrogenchloride / diethyl ether / 20 °C

4.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C

5.1: caesium carbonate; [2.2.2]cryptande / dimethyl sulfoxide / 0.33 h / 180 °C

With hydrogenchloride; 1,10-Phenanthroline; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; [2.2.2]cryptande; isobutyl chloroformate; copper(l) iodide; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;

upstream raw materials:

1-(5-Benzyloxy-2-pyrimidinyl)piperazine

benzyl alcohol

tert-butyl (2-{4-[5-(benzyloxy)pyrimidin-2-yl]piperazin-1-yl}-2-oxoethyl)carbamate

1-(5-bromopyrimidin-2-yl)piperazine

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