2-fluoro-4-[⁽¹⁸⁾F]fluoro-N-(2-methoxy-5-(4-(pyridazin-4-yl)quinolin-6-yl)pyridin-3-yl)benzenesulfonamide

Base Information

• Chemical Name: 2-fluoro-4-[⁽¹⁸⁾F]fluoro-N-(2-methoxy-5-(4-(pyridazin-4-yl)quinolin-6-yl)pyridin-3-yl)benzenesulfonamide
• CAS No.: 1360537-76-3
• Molecular Formula: C₂₅H₁₇F₂N₅O₃S
• Molecular Weight: 504.506

Synonyms:2-fluoro-4-[⁽¹⁸⁾F]fluoro-N-(2-methoxy-5-(4-(pyridazin-4-yl)quinolin-6-yl)pyridin-3-yl)benzenesulfonamide

Chemical Property of 2-fluoro-4-[⁽¹⁸⁾F]fluoro-N-(2-methoxy-5-(4-(pyridazin-4-yl)quinolin-6-yl)pyridin-3-yl)benzenesulfonamide

Chemical Property:

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Technology Process of 2-fluoro-4-[⁽¹⁸⁾F]fluoro-N-(2-methoxy-5-(4-(pyridazin-4-yl)quinolin-6-yl)pyridin-3-yl)benzenesulfonamide

There total 13 articles about 2-fluoro-4-[⁽¹⁸⁾F]fluoro-N-(2-methoxy-5-(4-(pyridazin-4-yl)quinolin-6-yl)pyridin-3-yl)benzenesulfonamide 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:

5-bromo-2-chloro-3-nitropyridine (67443-38-3) → 2-fluoro-4-[(18)F]fluoro-N-(2-methoxy-5-(4-(pyridazin-4-yl)quinolin-6-yl)pyridin-3-yl)benzenesulfonamide (1360537-76-3)

Guidance literature:

Multi-step reaction with 5 steps

1: methanol / 0 - 20 °C

2: tin(II) chloride dihdyrate / ethyl acetate / 4 h / Reflux

3: pyridine / 0 - 20 °C

4: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,4-dioxane / Reflux

5: H¹⁸F; potassium carbonate; [2.2.2]cryptande / dimethyl sulfoxide; acetonitrile / 0.25 h / 140 °C

With pyridine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; H¹⁸F; tin(II) chloride dihdyrate; sodium carbonate; potassium carbonate; [2.2.2]cryptande; In 1,4-dioxane; methanol; dimethyl sulfoxide; ethyl acetate; acetonitrile;

DOI:10.1016/j.bmcl.2011.12.136

Reference yield:

2-fluoro-N-(2-methoxy-5-(4-(pyridazin-4-yl)quinolin-6-yl)pyridin-3-yl)-4-nitrobenzenesulfonamide (1360537-72-9) → 2-fluoro-4-[(18)F]fluoro-N-(2-methoxy-5-(4-(pyridazin-4-yl)quinolin-6-yl)pyridin-3-yl)benzenesulfonamide (1360537-76-3)

Guidance literature:

With H¹⁸F; potassium carbonate; [2.2.2]cryptande; In dimethyl sulfoxide; acetonitrile; at 140 ℃; for 0.25h;

DOI:10.1016/j.bmcl.2011.12.136

Reference yield:

6-bromo-4-iodoquinoline (927801-23-8) → 2-fluoro-4-[(18)F]fluoro-N-(2-methoxy-5-(4-(pyridazin-4-yl)quinolin-6-yl)pyridin-3-yl)benzenesulfonamide (1360537-76-3)

Guidance literature:

Multi-step reaction with 4 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / Reflux

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / Reflux

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,4-dioxane / Reflux

4: H¹⁸F; potassium carbonate; [2.2.2]cryptande / dimethyl sulfoxide; acetonitrile / 0.25 h / 140 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; H¹⁸F; potassium acetate; sodium carbonate; potassium carbonate; [2.2.2]cryptande; In 1,4-dioxane; dimethyl sulfoxide; acetonitrile;

DOI:10.1016/j.bmcl.2011.12.136

upstream raw materials:

1-(benzylsulfanyl)-2-fluoro-4-nitrobenzene

2-fluoro-4-nitrobenzene-1-sulfonyl chloride

6-bromo-4-chloroquinoline

6-bromo-4-iodoquinoline

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