2-(3,4-Difluorophenyl)-4-(3-hydroxy-3-methylbutoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone

Base Information

• Chemical Name: 2-(3,4-Difluorophenyl)-4-(3-hydroxy-3-methylbutoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone
• CAS No.: 266320-83-6
• Molecular Formula: C22H22F2N2O5S
• Molecular Weight: 464.49
• Mol file: 266320-83-6.mol

Synonyms:ABT-963

Chemical Property of 2-(3,4-Difluorophenyl)-4-(3-hydroxy-3-methylbutoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone

Chemical Property:

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(3,4-Difluorophenyl)-4-(3-hydroxy-3-methylbutoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone

There total 7 articles about 2-(3,4-Difluorophenyl)-4-(3-hydroxy-3-methylbutoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone 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%

2-(3,4-difluorophenyl)-4-(3-hydroxy-3-methylbutoxy)-5-(4-methylsulfanylphenyl)-2H-pyridazin-3-one → 2-(3,4-difluorophenyl)-4-(3-hydroxy-3-methylbutoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone (266320-83-6)

Guidance literature:

With Oxone; water; In acetone; at 5 - 12 ℃; Reagent/catalyst; Solvent; Temperature; Time; Inert atmosphere; Large scale;

DOI:10.1021/op060016v

Reference yield:

3,4-difluoroaniline (3863-11-4) → 2-(3,4-difluorophenyl)-4-(3-hydroxy-3-methylbutoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone (266320-83-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium nitrite; hydrogen bromide / water / 1 h / -10 - -5 °C / Inert atmosphere

1.2: 2 h / -10 - -5 °C / Inert atmosphere

2.1: water / Inert atmosphere; Reflux

3.1: sodium hexamethyldisilazane / tetrahydrofuran / -20 °C / Large scale

3.2: -20 °C / Large scale

4.1: palladium diacetate; triphenylphosphine; potassium phosphate; dipotassium hydrogen phosphate / 3.5 h / 70 - 75 °C / Inert atmosphere

5.1: Oxone; water / acetone / 5 - 12 °C / Inert atmosphere; Large scale

With Oxone; potassium phosphate; dipotassium hydrogen phosphate; water; hydrogen bromide; palladium diacetate; sodium hexamethyldisilazane; triphenylphosphine; sodium nitrite; In tetrahydrofuran; water; acetone; 4.1: |Suzuki Coupling;

DOI:10.1021/op060016v

Reference yield:

4,5-dibromo-2-(3,4-difluorophenyl)-2H-pyridazin-3-one (221031-08-9) → 2-(3,4-difluorophenyl)-4-(3-hydroxy-3-methylbutoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone (266320-83-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / -20 °C / Large scale

1.2: -20 °C / Large scale

2.1: palladium diacetate; triphenylphosphine; potassium phosphate; dipotassium hydrogen phosphate / 3.5 h / 70 - 75 °C / Inert atmosphere

3.1: Oxone; water / acetone / 5 - 12 °C / Inert atmosphere; Large scale

With Oxone; potassium phosphate; dipotassium hydrogen phosphate; water; palladium diacetate; sodium hexamethyldisilazane; triphenylphosphine; In tetrahydrofuran; acetone; 2.1: |Suzuki Coupling;

DOI:10.1021/op060016v

upstream raw materials:

3,4-difluorophenyl hydrazine

3,4-difluoroaniline

4,5-dibromo-2-(3,4-difluorophenyl)-2H-pyridazin-3-one

(4-thiomethoxyphenyl)boronic acid

Refernces

• 1、 -. "Prostaglandin endoperoxide H synthase biosynthesis inhibitors". . . Retrieved 2008/06/13.