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

Base Information

Chemical Name: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
CAS No.:1229441-17-1
Molecular Formula:C₂₉H₂₅Cl₂N₅O₅
Molecular Weight:594.454
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 16 articles about 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 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: 66.0%

: 1229441-16-0
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

: 1229441-17-1
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

Guidance literature:: With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 20 ℃; for 24h;
DOI:10.1021/acs.jmedchem.6b00829

Reference yield:

: 6307-83-1
3-bromo-5-nitro-benzoic acid

: 1229441-17-1
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

Guidance literature:: Multi-step reaction with 6 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

6.1: lithium hydroxide monohydrate / tetrahydrofuran; water; methanol / 24 h / 20 °C

With hydrogenchloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; lithium hydroxide monohydrate; sulfuric acid; water; potassium acetate; potassium carbonate; sodium nitrite; In tetrahydrofuran; methanol; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 5.2: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.6b00829

Reference yield:

: 121-92-6
3-nitrobenzoic acid

: 1229441-17-1
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

Guidance literature:: Multi-step reaction with 7 steps

1.1: sulfuric acid; silver sulfate; bromine / 6 h / 100 °C

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

2.2: 2 h / 50 °C

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

4.1: sulfuric acid / 5 h / 90 °C

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

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

6.2: 3 h / 90 °C / Schlenk technique; Inert atmosphere

7.1: lithium hydroxide monohydrate / tetrahydrofuran; water; methanol / 24 h / 20 °C

With hydrogenchloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; lithium hydroxide monohydrate; sulfuric acid; water; bromine; potassium acetate; potassium carbonate; silver sulfate; sodium nitrite; In tetrahydrofuran; methanol; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 6.2: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.6b00829