2,6-dichloro-N-(2-(cyclopropanecarboxamido)pyridin-4-yl)-4-(4H-1,2,4-triazol-3-yl)benzamide

Base Information

• Chemical Name: 2,6-dichloro-N-(2-(cyclopropanecarboxamido)pyridin-4-yl)-4-(4H-1,2,4-triazol-3-yl)benzamide
• CAS No.: 1258295-23-6
• Molecular Formula: C₁₈H₁₄Cl₂N₆O₂
• Molecular Weight: 417.254
• Mol file: 1258295-23-6.mol

Synonyms:

Chemical Property of 2,6-dichloro-N-(2-(cyclopropanecarboxamido)pyridin-4-yl)-4-(4H-1,2,4-triazol-3-yl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-dichloro-N-(2-(cyclopropanecarboxamido)pyridin-4-yl)-4-(4H-1,2,4-triazol-3-yl)benzamide

There total 12 articles about 2,6-dichloro-N-(2-(cyclopropanecarboxamido)pyridin-4-yl)-4-(4H-1,2,4-triazol-3-yl)benzamide 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:

2,6-dichloro-N1-(2-(cyclopropanecarboxamido)pyridin-4-yl)terephthalamide (1438897-33-6) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → 2,6-dichloro-N-(2-(cyclopropanecarboxamido)pyridin-4-yl)-4-(4H-1,2,4-triazol-3-yl)benzamide (1258295-23-6)

Guidance literature:

2,6-dichloro-N₁-(2-(cyclopropanecarboxamido)pyridin-4-yl)terephthalamide; N,N-dimethyl-formamide dimethyl acetal; at 120 ℃; for 2.5h;

With acetic acid; hydrazine; In water; at 90 ℃; for 2h;

DOI:10.1021/jm400266t

Reference yield:

2,6-dichlorobenzene-1,4-dicarboxylic acid,1-methyl ester (264272-64-2) → 2,6-dichloro-N-(2-(cyclopropanecarboxamido)pyridin-4-yl)-4-(4H-1,2,4-triazol-3-yl)benzamide (1258295-23-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: triethylamine / tetrahydrofuran / 0.33 h / 20 °C

1.2: 18 h / 20 °C

2.1: pyridine; trifluoroacetic anhydride / 1,4-dioxane / 24 h / 20 °C

3.1: pyridine; lithium iodide / 2 h / 20 °C / Reflux

4.1: thionyl chloride / Reflux; Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 20 °C

5.2: 1 h / 20 °C / Inert atmosphere

6.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 1 h / 140 °C / Inert atmosphere; Microwave irradiation

7.1: potassium carbonate; dihydrogen peroxide / water; dimethyl sulfoxide / 12 h / 25 °C

8.1: 2.5 h / 120 °C

8.2: 2 h / 90 °C

With pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; thionyl chloride; dihydrogen peroxide; sodium hydride; potassium carbonate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic anhydride; lithium iodide; In tetrahydrofuran; 1,4-dioxane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm400266t

Reference yield:

2-amino-3,5-dichloro-4-(carbomethoxy)benzoic acid methyl ester (1258298-04-2) → 2,6-dichloro-N-(2-(cyclopropanecarboxamido)pyridin-4-yl)-4-(4H-1,2,4-triazol-3-yl)benzamide (1258295-23-6)

Guidance literature:

Multi-step reaction with 10 steps

1.1: isopentyl nitrite / tetrahydrofuran / 3 h / 20 °C / Reflux

2.1: water; sodium hydroxide / tetrahydrofuran / 48 h / 20 °C

3.1: triethylamine / tetrahydrofuran / 0.33 h / 20 °C

3.2: 18 h / 20 °C

4.1: pyridine; trifluoroacetic anhydride / 1,4-dioxane / 24 h / 20 °C

5.1: pyridine; lithium iodide / 2 h / 20 °C / Reflux

6.1: thionyl chloride / Reflux; Inert atmosphere

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 20 °C

7.2: 1 h / 20 °C / Inert atmosphere

8.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 1 h / 140 °C / Inert atmosphere; Microwave irradiation

9.1: potassium carbonate; dihydrogen peroxide / water; dimethyl sulfoxide / 12 h / 25 °C

10.1: 2.5 h / 120 °C

10.2: 2 h / 90 °C

With pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; thionyl chloride; water; dihydrogen peroxide; sodium hydride; potassium carbonate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic anhydride; sodium hydroxide; lithium iodide; isopentyl nitrite; In tetrahydrofuran; 1,4-dioxane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm400266t

upstream raw materials:

2,6-dichloro-N₁-(2-(cyclopropanecarboxamido)pyridin-4-yl)terephthalamide

N,N-dimethyl-formamide dimethyl acetal

dimethyl aminoterephthalate

2-amino-3,5-dichloro-4-(carbomethoxy)benzoic acid methyl ester