1-(3-Bromo-phenyl)-5-(2-nitro-phenyl)-3-phenyl-1H-pyrazole-4-carboxylic acid methyl ester

Base Information

• Chemical Name: 1-(3-Bromo-phenyl)-5-(2-nitro-phenyl)-3-phenyl-1H-pyrazole-4-carboxylic acid methyl ester
• CAS No.: 109334-57-8
• Molecular Formula: C₂₃H₁₆BrN₃O₄
• Molecular Weight: 478.302
• Mol file: 109334-57-8.mol

Synonyms:1-(3-Bromo-phenyl)-5-(2-nitro-phenyl)-3-phenyl-1H-pyrazole-4-carboxylic acid methyl ester

Chemical Property of 1-(3-Bromo-phenyl)-5-(2-nitro-phenyl)-3-phenyl-1H-pyrazole-4-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3-Bromo-phenyl)-5-(2-nitro-phenyl)-3-phenyl-1H-pyrazole-4-carboxylic acid methyl ester

There total 1 articles about 1-(3-Bromo-phenyl)-5-(2-nitro-phenyl)-3-phenyl-1H-pyrazole-4-carboxylic acid methyl ester 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:

(E)-methyl 2-nitrocinnamate (39228-29-0) + 1-(α-chlorobenzylidene)-2-(3-bromophenyl)hydrazine (109334-48-7) → 2-(3-Bromo-phenyl)-4-(2-nitro-phenyl)-5-phenyl-2H-pyrazole-3-carboxylic acid methyl ester (109334-60-3) + 1-(3-Bromo-phenyl)-5-(2-nitro-phenyl)-3-phenyl-1H-pyrazole-4-carboxylic acid methyl ester (109334-57-8)

Guidance literature:

With lead(IV) acetate; triethylamine; Yield given. Multistep reaction. Yields of byproduct given; 1.) benzene, reflux, 5 h, 2.) glacial AcOH, 60 deg C, 5 min;

DOI:10.1021/jm00393a009

Reference yield:

1-(3-Bromo-phenyl)-5-(2-nitro-phenyl)-3-phenyl-1H-pyrazole-4-carboxylic acid methyl ester (109334-57-8) → 5-Methyl-1,3-diphenyl-3,5-dihydro-pyrazolo[3,4-c]quinolin-4-one (109334-80-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) H₂ / 1.) 10percent Pd/C / 1.) EtOAc, 50 psi, 12 h, 2.) 150 deg C, 30 min

2: 19 percent / K₂CO₃ / dimethylformamide / 24 h / Heating

With hydrogen; potassium carbonate; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1021/jm00393a009

Reference yield:

1-(3-Bromo-phenyl)-5-(2-nitro-phenyl)-3-phenyl-1H-pyrazole-4-carboxylic acid methyl ester (109334-57-8) → 1-(3-Bromo-phenyl)-5-methyl-3-phenyl-1,5-dihydro-pyrazolo[4,3-c]quinolin-4-one (109334-76-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) H₂ / 1.) 10percent Pd/C / 1.) EtOAc, 50 psi, 12 h, 2.) 150 deg C, 30 min

2: 24 percent / triethylammonium hydroxide / methanol / 48 h / Heating

With triethylammonium hydroxide; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jm00393a009

upstream raw materials:

(E)-methyl 2-nitrocinnamate

1-(α-chlorobenzylidene)-2-(3-bromophenyl)hydrazine

Downstream raw materials:

1,3-Diphenyl-3,5-dihydro-pyrazolo[3,4-c]quinolin-4-one

1-(3-Bromo-phenyl)-3-phenyl-1,5-dihydro-pyrazolo[4,3-c]quinolin-4-one

5-Methyl-1,3-diphenyl-3,5-dihydro-pyrazolo[3,4-c]quinolin-4-one

1-(3-Bromo-phenyl)-5-methyl-3-phenyl-1,5-dihydro-pyrazolo[4,3-c]quinolin-4-one