4-chloro-6-(piperazine-1-yl-1H-pyrazol-3-yl)-benzene-1,3-diol

Base Information

• Chemical Name: 4-chloro-6-(piperazine-1-yl-1H-pyrazol-3-yl)-benzene-1,3-diol
• CAS No.: 719287-31-7
• Molecular Formula: C₁₃H₁₅ClN₄O₂
• Molecular Weight: 294.741
• Mol file: 719287-31-7.mol

Synonyms:4-chloro-6-(piperazine-1-yl-1H-pyrazol-3-yl)-benzene-1,3-diol

Chemical Property of 4-chloro-6-(piperazine-1-yl-1H-pyrazol-3-yl)-benzene-1,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-chloro-6-(piperazine-1-yl-1H-pyrazol-3-yl)-benzene-1,3-diol

There total 6 articles about 4-chloro-6-(piperazine-1-yl-1H-pyrazol-3-yl)-benzene-1,3-diol 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: 52.0%

4-[3-(2,4-bis-benzyloxy-5-chloro-phenyl)-1H-pyrazol-4-yl]-piperazine-1-carboxylic acid tert-butyl ester (719288-18-3) → 4-chloro-6-(piperazine-1-yl-1H-pyrazol-3-yl)-benzene-1,3-diol (719287-31-7)

Guidance literature:

With boron trichloride; In dichloromethane; at 0 - 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2006.01.099

Reference yield:

1-[2,4-bis(benzyloxy)-5-chlorophenyl]ethan-1-one (705963-54-8) → 4-chloro-6-(piperazine-1-yl-1H-pyrazol-3-yl)-benzene-1,3-diol (719287-31-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 50 percent / PhMe₃N(+)*Br₃(-) / tetrahydrofuran / 2 h / 20 °C

2.1: 81 percent / Cs₂CO₃ / dimethylformamide / 2 h / 20 °C

3.1: 7 h / Heating

3.2: hydrazine / ethanol / 0.08 h / 120 °C / microwave irradiation

4.1: 52 percent / BCl₃ / CH₂Cl₂ / 1 h / 0 - 20 °C

With boron trichloride; phenyltrimethylammonium tribromide; caesium carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.01.099

Reference yield:

1-(2,4-bis-benzyloxy-5-chloro-phenyl)-2-bromo-ethanone (719288-16-1) → 4-chloro-6-(piperazine-1-yl-1H-pyrazol-3-yl)-benzene-1,3-diol (719287-31-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 81 percent / Cs₂CO₃ / dimethylformamide / 2 h / 20 °C

2.1: 7 h / Heating

2.2: hydrazine / ethanol / 0.08 h / 120 °C / microwave irradiation

3.1: 52 percent / BCl₃ / CH₂Cl₂ / 1 h / 0 - 20 °C

With boron trichloride; caesium carbonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.01.099

upstream raw materials:

4-[3-(2,4-bis-benzyloxy-5-chloro-phenyl)-1H-pyrazol-4-yl]-piperazine-1-carboxylic acid tert-butyl ester

1-[2,4-bis(benzyloxy)-5-chlorophenyl]ethan-1-one

1-(2,4-bis-benzyloxy-5-chloro-phenyl)-2-bromo-ethanone

4-[2-(2,4-bis-benzyloxy-5-chloro-phenyl)-2-oxo-ethyl]-piperazine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

4-chloro-6-{4-[4-(2-hydroxy-ethyl)-piperazine-1-yl]-1H-pyrazol-3-yl}-benzene-1,3-diol

4-chloro-6-[4-(4-furan-2-yl-methyl-piperazine-1-yl)-1H-pyrazol-3-yl]-benzene-1,3-diol