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

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Chemical Name:3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-N-(2-morpholinoethyl)-[1,1'-biphenyl]-3-carboxamide
CAS No.:1229439-11-5
Molecular Formula:C₃₁H₃₁Cl₂N₇O₄
Molecular Weight:636.538
Hs Code.:

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

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Chemical Property of 3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-N-(2-morpholinoethyl)-[1,1'-biphenyl]-3-carboxamide

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Technology Process of 3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-N-(2-morpholinoethyl)-[1,1'-biphenyl]-3-carboxamide

There total 11 articles about 3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-N-(2-morpholinoethyl)-[1,1'-biphenyl]-3-carboxamide 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: 37.0%

: 2038-03-1
4-(2-AMINOETHYL)MORPHOLINE

: 1229439-08-0
3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-[1,1'-biphenyl]-3-carboxylic acid

: 1229439-11-5
3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-N-(2-morpholinoethyl)-[1,1'-biphenyl]-3-carboxamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

Reference yield:

: 1229442-29-8
1-(6-(3-bromophenyl)-2-ethyl-3-oxo-2,3-dihydropyridazin-4-yl)-3-(3,5-dichloropyridin-4-yl)urea

: 1229439-11-5
3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-N-(2-morpholinoethyl)-[1,1'-biphenyl]-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 3 h / 90 °C / Schlenk technique; Inert atmosphere

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

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 3 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; lithium hydroxide monohydrate; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; 1: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.6b00829

Reference yield:

: 2142-63-4
1-(3-Bromophenyl)ethanone

: 1229439-11-5
3'-(5-(3-(3,5-dichloropyridin-4-yl)ureido)-1-ethyl-6-oxo-1,6-dihydropyridazin-3-yl)-N-(2-morpholinoethyl)-[1,1'-biphenyl]-3-carboxamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: sodium hydride; ethanol / tetrahydrofuran / Cooling with ice

1.2: 20 °C

1.3: 20 °C / Reflux

2.1: sodium / ethanol / 0.25 h / 0 °C

2.2: 0 - 20 °C

3.1: hydrazine hydrate / ethanol / 20 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 0.33 h

4.2: 20 °C

5.1: hydrogen / tetrahydrofuran; ethanol / 724.03 Torr

6.1: hydrogen bromide / water / 1.25 h / 130 °C

7.1: triethylamine / dichloromethane / 3 h / Inert atmosphere

8.1: sodium hydride / tetrahydrofuran / 2.5 h

8.2: 20 °C

9.1: caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 3 h / 90 °C / Schlenk technique; Inert atmosphere

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

11.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 3 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; lithium hydroxide monohydrate; ethanol; hydrogen bromide; hydrogen; sodium; sodium hydride; potassium carbonate; benzotriazol-1-ol; caesium carbonate; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 1.1: |Claisen Condensation / 1.2: |Claisen Condensation / 1.3: |Claisen Condensation / 9.1: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.6b00829