ethyl 5-(cyclopropylmethoxy)-3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-[1,1'-biphenyl]-3-carboxylate

Base Information

• Chemical Name: ethyl 5-(cyclopropylmethoxy)-3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-[1,1'-biphenyl]-3-carboxylate
• CAS No.: 1229441-16-0
• Molecular Formula: C₃₁H₂₉Cl₂N₅O₅
• Molecular Weight: 622.508
• Mol file: 1229441-16-0.mol

Synonyms:ethyl 5-(cyclopropylmethoxy)-3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-[1,1'-biphenyl]-3-carboxylate

Chemical Property of ethyl 5-(cyclopropylmethoxy)-3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-[1,1'-biphenyl]-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 5-(cyclopropylmethoxy)-3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-[1,1'-biphenyl]-3-carboxylate

There total 15 articles about ethyl 5-(cyclopropylmethoxy)-3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-[1,1'-biphenyl]-3-carboxylate 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: 76.0%

ethyl 3-bromo-5-(cyclopropylmethoxy)benzoate (1229442-63-0) + 1-(6-(3-bromophenyl)-2-ethyl-3-oxo-2,3-dihydropyridazin-4-yl)-3-(3,5-dichloropyridin-4-yl)urea (1229442-29-8) + bis(pinacol)diborane (73183-34-3) → ethyl 5-(cyclopropylmethoxy)-3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-[1,1'-biphenyl]-3-carboxylate (1229441-16-0)

Guidance literature:

ethyl 3-bromo-5-(cyclopropylmethoxy)benzoate; bis(pinacol)diborane; With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 4h; Schlenk technique; Inert atmosphere;

1-(6-(3-bromophenyl)-2-ethyl-3-oxo-2,3-dihydropyridazin-4-yl)-3-(3,5-dichloropyridin-4-yl)urea; With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In 1,4-dioxane; at 90 ℃; for 3h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.jmedchem.6b00829

Reference yield: 76.0%

→ ethyl 5-(cyclopropylmethoxy)-3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-[1,1'-biphenyl]-3-carboxylate (1229441-16-0)

Guidance literature:

Reference yield:

3-bromo-5-nitro-benzoic acid (6307-83-1) → ethyl 5-(cyclopropylmethoxy)-3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-[1,1'-biphenyl]-3-carboxylate (1229441-16-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogenchloride / ethanol; water / 0.08 h / 20 °C

1.2: 2 h / 50 °C

2.1: water; sulfuric acid; sodium nitrite / 1.67 h / Reflux

3.1: sulfuric acid / 5 h / 90 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 100 °C

5.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / dimethyl sulfoxide / 4 h / 80 °C / Schlenk technique; Inert atmosphere

5.2: 3 h / 90 °C / Schlenk technique; Inert atmosphere

With hydrogenchloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; water; potassium acetate; potassium carbonate; sodium nitrite; In ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 5.2: |Suzuki Coupling;

DOI:10.1021/acs.jmedchem.6b00829

upstream raw materials:

ethyl 3-bromo-5-(cyclopropylmethoxy)benzoate

1-(6-(3-bromophenyl)-2-ethyl-3-oxo-2,3-dihydropyridazin-4-yl)-3-(3,5-dichloropyridin-4-yl)urea

bis(pinacol)diborane

3-nitrobenzoic acid

Downstream raw materials:

5-(cyclopropylmethoxy)-3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-N-(2-(piperidin-1-yl)ethyl)-[1,1'-biphenyl]-3-carboxamide

5-(cyclopropylmethoxy)-3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-[1,1'-biphenyl]-3-carboxylic acid