5-{6-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyridazin-3-yl}-nicotinic acid

Base Information

• Chemical Name: 5-{6-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyridazin-3-yl}-nicotinic acid
• CAS No.: 1020658-18-7
• Molecular Formula: C₂₁H₁₈BrFN₄O₃
• Molecular Weight: 473.301
• Mol file: 1020658-18-7.mol

Synonyms:5-{6-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyridazin-3-yl}-nicotinic acid

Chemical Property of 5-{6-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyridazin-3-yl}-nicotinic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-{6-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyridazin-3-yl}-nicotinic acid

There total 4 articles about 5-{6-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyridazin-3-yl}-nicotinic acid 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: 85.0%

ethyl 5-{6-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyridazin-3-yl}nicotinate (1020658-16-5) → 5-{6-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyridazin-3-yl}-nicotinic acid (1020658-18-7)

Guidance literature:

With water; sodium hydroxide; In methanol; for 2h; Reflux;

DOI:10.1016/j.bmcl.2011.10.040

Reference yield:

4-HYDROXYPIPERIDINE (5382-16-1) → 5-{6-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyridazin-3-yl}-nicotinic acid (1020658-18-7)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogenchloride / water / 24 h / 80 °C

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate; tricyclohexylphosphine / 1,4-dioxane; water / 3 h / 100 °C

3: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 16 h / Sonication

4: water; sodium hydroxide / methanol / 2 h / Reflux

With hydrogenchloride; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; water; triphenylphosphine; sodium hydroxide; diethylazodicarboxylate; tricyclohexylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; water; 2: Suzuki coupling / 3: Mitsunobu reaction;

DOI:10.1016/j.bmcl.2011.10.040

Reference yield:

ethyl 5-[6-(4-hydroxypiperidin-1-yl)pyridazin-3-yl]nicotinate (1020658-45-0) → 5-{6-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyridazin-3-yl}-nicotinic acid (1020658-18-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 16 h / Sonication

2: water; sodium hydroxide / methanol / 2 h / Reflux

With water; triphenylphosphine; sodium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; 1: Mitsunobu reaction;

DOI:10.1016/j.bmcl.2011.10.040

upstream raw materials:

ethyl 5-{6-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyridazin-3-yl}nicotinate

4-HYDROXYPIPERIDINE

ethyl 5-[6-(4-hydroxypiperidin-1-yl)pyridazin-3-yl]nicotinate

1-(6-chloro-pyridazin-3-yl)-piperidin-4-ol