2,6-dichloro-N-(2-(cyclopropanecarboxamido)pyridin-4-yl)-4-ethynylbenzamide

Base Information

Chemical Name:2,6-dichloro-N-(2-(cyclopropanecarboxamido)pyridin-4-yl)-4-ethynylbenzamide
CAS No.:1258295-16-7
Molecular Formula:C₁₈H₁₃Cl₂N₃O₂
Molecular Weight:374.226
Hs Code.:

Synonyms:

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Chemical Property of 2,6-dichloro-N-(2-(cyclopropanecarboxamido)pyridin-4-yl)-4-ethynylbenzamide

Chemical Property:

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Technology Process of 2,6-dichloro-N-(2-(cyclopropanecarboxamido)pyridin-4-yl)-4-ethynylbenzamide

There total 12 articles about 2,6-dichloro-N-(2-(cyclopropanecarboxamido)pyridin-4-yl)-4-ethynylbenzamide 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: 2.5%

: 6228-73-5
Cyclopropancarbamid

: 1438897-30-3
N-(2-bromopyridin-4-yl)-2,6-dichloro-4-ethynylbenzamide

: 1258295-16-7
2,6-dichloro-N-(2-(cyclopropanecarboxamido)pyridin-4-yl)-4-ethynylbenzamide

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 140 ℃; for 1h; Inert atmosphere; Sealed tube; Microwave irradiation;
DOI:10.1021/jm400266t

Reference yield:

: 232275-49-9
methyl 4-amino-2,6-dichlorobenzoate

: 1258295-16-7
2,6-dichloro-N-(2-(cyclopropanecarboxamido)pyridin-4-yl)-4-ethynylbenzamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogenchloride; sodium nitrite / water / 0.5 h / -5 - 0 °C

1.2: 20 °C

2.1: pyridine; lithium iodide / water / 30 h / 130 °C

3.1: thionyl chloride / Reflux; Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C / Inert atmosphere

4.2: 12 h / 0 - 25 °C / Inert atmosphere

5.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 12 h / 25 °C / Inert atmosphere

6.1: potassium carbonate / ethanol / 1 h / 25 °C

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

With pyridine; hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; thionyl chloride; sodium hydride; potassium carbonate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium iodide; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm400266t

Reference yield:

: 1098619-84-1
trifluoro-methanesulfonic acid 4-tert-butoxycarbonylamino-2,6-dichloro-phenyl ester

: 1258295-16-7
2,6-dichloro-N-(2-(cyclopropanecarboxamido)pyridin-4-yl)-4-ethynylbenzamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: palladium diacetate; triethylamine; 1,3-bis-(diphenylphosphino)propane / N,N-dimethyl-formamide / 7600.51 Torr

2.1: sulfuric acid / ethyl acetate / 2 h / 20 °C

3.1: hydrogenchloride; sodium nitrite / water / 0.5 h / -5 - 0 °C

3.2: 20 °C

4.1: pyridine; lithium iodide / water / 30 h / 130 °C

5.1: thionyl chloride / Reflux; Inert atmosphere

6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C / Inert atmosphere

6.2: 12 h / 0 - 25 °C / Inert atmosphere

7.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 12 h / 25 °C / Inert atmosphere

8.1: potassium carbonate / ethanol / 1 h / 25 °C

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

With pyridine; hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; thionyl chloride; sulfuric acid; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; sodium hydride; potassium carbonate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium iodide; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm400266t