2-(2,4-Difluorophenoxy)-5-(2-methoxy-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl)-6H-pyrido[1,2-b]pyridazin-6-one

Base Information

• Chemical Name: 2-(2,4-Difluorophenoxy)-5-(2-methoxy-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl)-6H-pyrido[1,2-b]pyridazin-6-one
• CAS No.: 1349264-72-7
• Molecular Formula: C₂₄H₁₆F₂N₄O₄
• Molecular Weight: 462.412
• ChEMBL ID: CHEMBL2088591
• DSSTox Substance ID: DTXSID70587813
• Wikidata: Q82480306
• Mol file: 1349264-72-7.mol

Synonyms:1349264-72-7;2-(2,4-Difluorophenoxy)-5-(2-methoxy-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl)-6H-pyrido[1,2-b]pyridazin-6-one;CHEMBL2088591;2-(2,4-difluorophenoxy)-5-[2-methoxy-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]pyrido[1,2-b]pyridazin-6-one;2-(2,4-difluorophenoxy)-5-[2-methoxy-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]-6h-pyrido[1,2-b]pyridazin-6-one;SCHEMBL4315923;DTXSID70587813;BDBM50421140;DB-329107

Chemical Property of 2-(2,4-Difluorophenoxy)-5-(2-methoxy-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl)-6H-pyrido[1,2-b]pyridazin-6-one

Chemical Property:

• PSA: 91.75000
• LogP: 4.79900
• Storage Temp.: 2-8°C
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 5
• Exact Mass: 462.11396133
• Heavy Atom Count: 34
• Complexity: 923

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

2-(2,4-Difluorophenoxy)-5-(2-methoxy-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl)-6H-pyrido[1,2-b]pyridazin-6-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NN=C(O1)C2=CC(=C(C=C2)OC)C3=C4C=CC(=NN4C=CC3=O)OC5=C(C=C(C=C5)F)F

Technology Process of 2-(2,4-Difluorophenoxy)-5-(2-methoxy-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl)-6H-pyrido[1,2-b]pyridazin-6-one

There total 10 articles about 2-(2,4-Difluorophenoxy)-5-(2-methoxy-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl)-6H-pyrido[1,2-b]pyridazin-6-one 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: 58.0%

Trimethyl orthoacetate (1445-45-0) + C22H16F2N4O4 → 2-(2,4-difluorophenoxy)-5-[2-methoxy-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]-6H-pyrido[1,2-b]pyridazin-6-one (1349264-72-7)

Guidance literature:

at 110 ℃; for 1.5h;

DOI:10.1016/j.bmcl.2012.07.040

Reference yield:

4-Methoxy-3-methylbenzoesaeure-methylester (70347-04-5) → 2-(2,4-difluorophenoxy)-5-[2-methoxy-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]-6H-pyrido[1,2-b]pyridazin-6-one (1349264-72-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / Reflux

2.1: zinc / tetrahydrofuran / 2 h / 0 °C

2.2: 0.5 h / 75 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C

5.1: 1-methyl-pyrrolidin-2-one / 0.5 h / 90 °C

6.1: caesium carbonate / 1-methyl-pyrrolidin-2-one / 1 h / 80 °C

7.1: sodium hydroxide / 1,4-dioxane; 1-methyl-pyrrolidin-2-one / 3 h / 20 °C

8.1: triethylamine / dichloromethane / 0 °C

9.1: hydrazine / dichloromethane / 0.17 h / 20 °C

10.1: 1.5 h / 110 °C

With 1-methyl-pyrrolidin-2-one; N-Bromosuccinimide; tetrabutyl ammonium fluoride; caesium carbonate; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; hydrazine; zinc; dibenzoyl peroxide; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; tetrachloromethane; dichloromethane;

DOI:10.1016/j.bmcl.2012.07.040

Reference yield:

methyl 3-[2-(2,4-difluorophenoxy)-6-oxo-6H-pyrido[1,2-b]pyridazin-5-yl]-4-methoxybenzoate → 2-(2,4-difluorophenoxy)-5-[2-methoxy-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]-6H-pyrido[1,2-b]pyridazin-6-one (1349264-72-7)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydroxide / 1,4-dioxane; 1-methyl-pyrrolidin-2-one / 3 h / 20 °C

2: triethylamine / dichloromethane / 0 °C

3: hydrazine / dichloromethane / 0.17 h / 20 °C

4: 1.5 h / 110 °C

With triethylamine; sodium hydroxide; hydrazine; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; dichloromethane;

DOI:10.1016/j.bmcl.2012.07.040

upstream raw materials:

Trimethyl orthoacetate

4-Methoxy-3-methylbenzoesaeure-methylester

methyl 3-[(6-chloropyridazin-3-yl)methyl]-4-methoxybenzoate

methyl 3-[1-(6-chloropyridazin-3-yl)-2-oxo-4-(trimethylsilyl)but-3-yn-1-yl]-4-methoxybenzoate