1-[4'-(5-amino-1-methyl-1H-pyrazol-4-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester

Base Information

• Chemical Name: 1-[4'-(5-amino-1-methyl-1H-pyrazol-4-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester
• CAS No.: 1380587-87-0
• Molecular Formula: C₂₂H₂₃N₃O₂
• Molecular Weight: 361.444
• Mol file: 1380587-87-0.mol

Synonyms:1-[4'-(5-amino-1-methyl-1H-pyrazol-4-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester

Chemical Property of 1-[4'-(5-amino-1-methyl-1H-pyrazol-4-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[4'-(5-amino-1-methyl-1H-pyrazol-4-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester

There total 6 articles about 1-[4'-(5-amino-1-methyl-1H-pyrazol-4-yl)-biphenyl-4-yl]-cyclopropanecarboxylic 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: 52.1%

1-[4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-4-yl]cyclopropane-1-carboxylic acid ethyl ester (1380587-40-5) + 4-bromo-2-methyl-2H-pyrazol-3-ylamine (105675-85-2) → 1-[4'-(5-amino-1-methyl-1H-pyrazol-4-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester (1380587-87-0)

Guidance literature:

With potassium phosphate; palladium diacetate; XPhos; In water; toluene; at 100 ℃; Inert atmosphere; Sealed tube;

Reference yield:

(p-hydroxyphenyl)boronic acid (71597-85-8) → 1-[4'-(5-amino-1-methyl-1H-pyrazol-4-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester (1380587-87-0)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 15 h / 85 °C / Inert atmosphere; Sealed tube

2: triethylamine / dichloromethane / 1.5 h / 20 °C / Cooling with acetone-dry ice

3: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 4 h / 90 °C / Inert atmosphere; Sealed tube

4: palladium diacetate; XPhos; potassium phosphate / toluene; water / 100 °C / Inert atmosphere; Sealed tube

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; palladium diacetate; potassium carbonate; triethylamine; XPhos; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

ethyl 1-(4'-(trifluoromethylsulfonyloxy)-biphenyl-4-yl)-cyclopropanecarboxylate → 1-[4'-(5-amino-1-methyl-1H-pyrazol-4-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester (1380587-87-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 4 h / 90 °C / Inert atmosphere; Sealed tube

2: palladium diacetate; XPhos; potassium phosphate / toluene; water / 100 °C / Inert atmosphere; Sealed tube

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; potassium acetate; palladium diacetate; XPhos; In 1,4-dioxane; water; toluene;

upstream raw materials:

(p-hydroxyphenyl)boronic acid

ethyl 1-(4-bromophenyl)cyclopropane-1-carboxylate

1-[4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-4-yl]cyclopropane-1-carboxylic acid ethyl ester

4-bromo-2-methyl-2H-pyrazol-3-ylamine

Downstream raw materials:

methyl 1-(4'-(5-(benzyloxycarbonylamino)-1-methyl-1H-pyrazol-4-yl)biphenyl-4-yl)cyclopropanecarboxylate

ethyl 1-(4'-(5-(benzyloxycarbonylamino)-1-methyl-1H-pyrazol-4-yl)biphenyl-4-yl)cyclopropanecarboxylate

1-{4'-[1-methyl-5-((R)-1-phenylethoxycarbonylamino)-1H-pyrazol-4-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl ester

ethyl 1-(4'-(5-(((2-methoxy-1-phenylethoxy)carbonyl)amino)-1-methyl-1H-pyrazol-4-yl)-[1,1 '-biphenyl]-4-yl)cyclopropanecarboxylate