6-{3-(4-fluorophenyl)-5-[(2-hydroxyethyl)amino]-1H-pyrazol-4-yl}-2-(2-methylphenyl)pyridazin-3(2H)-one

Base Information

• Chemical Name: 6-{3-(4-fluorophenyl)-5-[(2-hydroxyethyl)amino]-1H-pyrazol-4-yl}-2-(2-methylphenyl)pyridazin-3(2H)-one
• CAS No.: 928345-68-0
• Molecular Formula: C₂₂H₂₀FN₅O₂
• Molecular Weight: 405.432
• Mol file: 928345-68-0.mol

Synonyms:6-{3-(4-fluorophenyl)-5-[(2-hydroxyethyl)amino]-1H-pyrazol-4-yl}-2-(2-methylphenyl)pyridazin-3(2H)-one

Chemical Property of 6-{3-(4-fluorophenyl)-5-[(2-hydroxyethyl)amino]-1H-pyrazol-4-yl}-2-(2-methylphenyl)pyridazin-3(2H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-{3-(4-fluorophenyl)-5-[(2-hydroxyethyl)amino]-1H-pyrazol-4-yl}-2-(2-methylphenyl)pyridazin-3(2H)-one

There total 9 articles about 6-{3-(4-fluorophenyl)-5-[(2-hydroxyethyl)amino]-1H-pyrazol-4-yl}-2-(2-methylphenyl)pyridazin-3(2H)-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: 99.0%

(RS)-6-[1-bromo-2-(4-fluorophenyl)-2-oxoethyl]-2-(2-tolyl)-2,3-dihydropyridazin-3-one (882974-29-0) + 4-(2-hydroxyethyl)-thiosemicarbazide (6926-55-2) → 6-{3-(4-fluorophenyl)-5-[(2-hydroxyethyl)amino]-1H-pyrazol-4-yl}-2-(2-methylphenyl)pyridazin-3(2H)-one (928345-68-0)

Guidance literature:

(RS)-6-[1-bromo-2-(4-fluorophenyl)-2-oxoethyl]-2-(2-tolyl)-2,3-dihydropyridazin-3-one; 4-(2-hydroxyethyl)-thiosemicarbazide; In ethanol; acetic acid; at 50 ℃; for 0.5h;

With sodium hydrogencarbonate; In water; ethyl acetate;

DOI:10.1021/jm3008008

Reference yield:

3-chloro-6-methylpyridazine (1121-79-5) → 6-{3-(4-fluorophenyl)-5-[(2-hydroxyethyl)amino]-1H-pyrazol-4-yl}-2-(2-methylphenyl)pyridazin-3(2H)-one (928345-68-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

2.1: sodium acetate / acetic acid / 4 h / 120 °C

3.1: toluene-4-sulfonic acid / toluene / 6 h / Reflux

3.2: 1 h / 50 °C / Cooling with ice

4.1: pyridine; copper diacetate / N,N-dimethyl-formamide / 24 h / 20 °C

5.1: hydrogenchloride; water / acetic acid / 14 h / 20 °C

6.1: pyridinium hydrobromide perbromide / acetic acid / 1.5 h

7.1: ethanol; acetic acid / 0.5 h / 50 °C

With pyridine; hydrogenchloride; pyridinium hydrobromide perbromide; water; copper diacetate; sodium acetate; toluene-4-sulfonic acid; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; acetic acid; N,N-dimethyl-formamide; toluene; 4.1: |Chan-Lam Coupling;

DOI:10.1021/jm3008008

Reference yield:

4-fluorobenzoic acid ethyl ester (451-46-7) → 6-{3-(4-fluorophenyl)-5-[(2-hydroxyethyl)amino]-1H-pyrazol-4-yl}-2-(2-methylphenyl)pyridazin-3(2H)-one (928345-68-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

2.1: sodium acetate / acetic acid / 4 h / 120 °C

3.1: toluene-4-sulfonic acid / toluene / 6 h / Reflux

3.2: 1 h / 50 °C / Cooling with ice

4.1: pyridine; copper diacetate / N,N-dimethyl-formamide / 24 h / 20 °C

5.1: hydrogenchloride; water / acetic acid / 14 h / 20 °C

6.1: pyridinium hydrobromide perbromide / acetic acid / 1.5 h

7.1: ethanol; acetic acid / 0.5 h / 50 °C

With pyridine; hydrogenchloride; pyridinium hydrobromide perbromide; water; copper diacetate; sodium acetate; toluene-4-sulfonic acid; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; acetic acid; N,N-dimethyl-formamide; toluene; 4.1: |Chan-Lam Coupling;

DOI:10.1021/jm3008008

upstream raw materials:

3-chloro-6-methylpyridazine

4-fluorobenzoic acid ethyl ester

2-(6-chloropyridazin-3-yl)-1-(4-fluorophenyl)ethan-1-one

6-[2-(4-fluorophenyl)-2-oxoethyl]-2,3-dihydropyridazin-3-one