4-[(4-chloro-2-methyl-phenyl)-(5-chloro-2-methyl-phenylamino)-methyl]-1-(5-cyano-2-methoxy-phenyl)-5-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester

Base Information

• Chemical Name: 4-[(4-chloro-2-methyl-phenyl)-(5-chloro-2-methyl-phenylamino)-methyl]-1-(5-cyano-2-methoxy-phenyl)-5-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester
• CAS No.: 1441756-29-1
• Molecular Formula: C₃₂H₃₂Cl₂N₄O₃
• Molecular Weight: 591.537

Synonyms:4-[(4-chloro-2-methyl-phenyl)-(5-chloro-2-methyl-phenylamino)-methyl]-1-(5-cyano-2-methoxy-phenyl)-5-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester

Chemical Property of 4-[(4-chloro-2-methyl-phenyl)-(5-chloro-2-methyl-phenylamino)-methyl]-1-(5-cyano-2-methoxy-phenyl)-5-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(4-chloro-2-methyl-phenyl)-(5-chloro-2-methyl-phenylamino)-methyl]-1-(5-cyano-2-methoxy-phenyl)-5-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester

There total 9 articles about 4-[(4-chloro-2-methyl-phenyl)-(5-chloro-2-methyl-phenylamino)-methyl]-1-(5-cyano-2-methoxy-phenyl)-5-isopropyl-1H-pyrazole-3-carboxylic acid ethyl 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:

4-[(4-chloro-2-methyl-phenyl)-hydroxy-methyl]-1-(5-cyano-2-methoxy-phenyl)-5-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester (1441756-38-2) + 5-chloro-2-methyl-benzenamine (95-79-4) → 4-[(4-chloro-2-methyl-phenyl)-(5-chloro-2-methyl-phenylamino)-methyl]-1-(5-cyano-2-methoxy-phenyl)-5-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester (1441756-29-1)

Guidance literature:

4-[(4-chloro-2-methyl-phenyl)-hydroxy-methyl]-1-(5-cyano-2-methoxy-phenyl)-5-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester; With triethylamine; Methanesulfonic anhydride; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

5-chloro-2-methyl-benzenamine; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

Reference yield:

ethyl 2,4-dioxo-5-methylhexanoate (64195-85-3) → 4-[(4-chloro-2-methyl-phenyl)-(5-chloro-2-methyl-phenylamino)-methyl]-1-(5-cyano-2-methoxy-phenyl)-5-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester (1441756-29-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: toluene / 1 h / 110 °C / Inert atmosphere

2.1: bromine / dichloromethane / 3 h / 20 °C / Irradiation

3.1: potassium carbonate; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane; water / 1 h / 80 °C / Inert atmosphere

4.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / 1,4-dioxane; water; tert-butyl alcohol / 20 h / 20 °C

4.2: 2 h / 20 °C

5.1: tetrahydrofuran / 0.25 h / -10 °C / Inert atmosphere

6.1: triethylamine; Methanesulfonic anhydride / dichloromethane / 1 h / 20 °C / Inert atmosphere

6.2: 1 h / 20 °C / Inert atmosphere

With osmium(VIII) oxide; bis(tri-t-butylphosphine)palladium⁽⁰⁾; bromine; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; Methanesulfonic anhydride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene; tert-butyl alcohol;

Reference yield:

1-(5-cyano-2-methoxy-phenyl)-4-formyl-5-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester (1441740-26-6) → 4-[(4-chloro-2-methyl-phenyl)-(5-chloro-2-methyl-phenylamino)-methyl]-1-(5-cyano-2-methoxy-phenyl)-5-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester (1441756-29-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 0.25 h / -10 °C / Inert atmosphere

2.1: triethylamine; Methanesulfonic anhydride / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

With triethylamine; Methanesulfonic anhydride; In tetrahydrofuran; dichloromethane;

upstream raw materials:

ethyl 2,4-dioxo-5-methylhexanoate

4-[(4-chloro-2-methyl-phenyl)-hydroxy-methyl]-1-(5-cyano-2-methoxy-phenyl)-5-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester

5-chloro-2-methyl-benzenamine

1-(5-cyano-2-methoxy-phenyl)-4-formyl-5-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester

Downstream raw materials:

N-(3-(4-(4-chloro-2-methylphenyl)-5-(5-chloro-2-methylphenyl)-3-isopropyl-6-oxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-d]pyrimidin-2-yl)-4-methoxybenzyl)acetamide

N-(3-(4-(4-chloro-2-methylphenyl)-5-(5-chloro-2-methylphenyl)-3-isopropyl-6-oxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-d]pyrimidin-2-yl)-4-methoxybenzyl)formamide

3-(4-(4-chloro-2-methylphenyl)-5-(5-chloro-2-methylphenyl)-3-isopropyl-6-oxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-d]pyrimidin-2-yl)-4-methoxybenzamide

4-[(4-chloro-2-methyl-phenyl)-(5-chloro-2-methyl-phenylamino)-methyl]-1-(5-cyano-2-methoxy-phenyl)-5-isopropyl-1H-pyrazole-3-carboxylic acid

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