4-[3-(3-chloro-4-methoxyphenyl)-1H-pyrazol-4-yl] pyridine

Base Information

• Chemical Name: 4-[3-(3-chloro-4-methoxyphenyl)-1H-pyrazol-4-yl] pyridine
• CAS No.: 1309605-97-7
• Molecular Formula: C₁₅H₁₂ClN₃O
• Molecular Weight: 285.733
• Mol file: 1309605-97-7.mol

Synonyms:4-[3-(3-chloro-4-methoxyphenyl)-1H-pyrazol-4-yl] pyridine

Chemical Property of 4-[3-(3-chloro-4-methoxyphenyl)-1H-pyrazol-4-yl] pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[3-(3-chloro-4-methoxyphenyl)-1H-pyrazol-4-yl] pyridine

There total 5 articles about 4-[3-(3-chloro-4-methoxyphenyl)-1H-pyrazol-4-yl] pyridine 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: 79.0%

C17H17ClN2O2 → 4-[3-(3-chloro-4-methoxyphenyl)-1H-pyrazol-4-yl] pyridine (1309605-97-7)

Guidance literature:

With hydrazine hydrate; In ethanol; at 20 ℃;

DOI:10.1016/j.bioorg.2020.103783

Reference yield: 74.0%

1-(3-chloro-4-methoxyphenyl)-2-(pyridin-4-yl)ethanone + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → 4-[3-(3-chloro-4-methoxyphenyl)-1H-pyrazol-4-yl] pyridine (1309605-97-7)

Guidance literature:

1-(3-chloro-4-methoxyphenyl)-2-(pyridin-4-yl)ethanone; N,N-dimethyl-formamide dimethyl acetal; at 20 ℃; for 18h;

With hydrazine hydrate; In ethanol; at 20 ℃;

DOI:10.5012/bkcs.2011.32.3.821

Reference yield:

3,4-dichlorbenzoic acid (51-44-5) → 4-[3-(3-chloro-4-methoxyphenyl)-1H-pyrazol-4-yl] pyridine (1309605-97-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: methanol; N,N,N,N,N,N-hexamethylphosphoric triamide / 15 h / 120 °C

2.1: acetyl chloride / 0 - 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / -25 - 20 °C

4.1: 18 h / 20 °C

4.2: 20 °C

With acetyl chloride; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.5012/bkcs.2011.32.3.821

upstream raw materials:

N,N-dimethyl-formamide dimethyl acetal

3,4-dichlorbenzoic acid

3-chloro-4-methoxy benzoic acid

Downstream raw materials:

3-(3-chloro-4-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide

3-(3-chloro-4-methoxyphenyl)-N-(2-(piperidin-1-yl)ethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide

3-(3-chloro-4-methoxyphenyl)-N-(2-morpholinoethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide

3-(3-chloro-4-methoxyphenyl)-N-(2-(4-methylpiperazin-1-yl)ethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide