N-{5-[1-methyl-3-(5-methyl(1,2,4-oxadiazol-3-yl))pyrazol-5-yl](2-pyridyl)}(2-chlorophenyl)carboxamide

Base Information

Chemical Name:N-{5-[1-methyl-3-(5-methyl(1,2,4-oxadiazol-3-yl))pyrazol-5-yl](2-pyridyl)}(2-chlorophenyl)carboxamide
CAS No.:1345118-54-8
Molecular Formula:C₁₉H₁₅ClN₆O₂
Molecular Weight:394.82
Hs Code.:

Synonyms:N-{5-[1-methyl-3-(5-methyl(1,2,4-oxadiazol-3-yl))pyrazol-5-yl](2-pyridyl)}(2-chlorophenyl)carboxamide

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Chemical Property of N-{5-[1-methyl-3-(5-methyl(1,2,4-oxadiazol-3-yl))pyrazol-5-yl](2-pyridyl)}(2-chlorophenyl)carboxamide

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Technology Process of N-{5-[1-methyl-3-(5-methyl(1,2,4-oxadiazol-3-yl))pyrazol-5-yl](2-pyridyl)}(2-chlorophenyl)carboxamide

There total 5 articles about N-{5-[1-methyl-3-(5-methyl(1,2,4-oxadiazol-3-yl))pyrazol-5-yl](2-pyridyl)}(2-chlorophenyl)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: 17.7%

: 1345118-60-6
5-[1-methyl-3-(5-methyl(1,2,4-oxadiazol-3-yl))pyrazol-5-yl]-2-pyridylamine

: 609-65-4
o-chlorobenzoyl chloride

: 1345118-54-8
N-{5-[1-methyl-3-(5-methyl(1,2,4-oxadiazol-3-yl))pyrazol-5-yl](2-pyridyl)}(2-chlorophenyl)carboxamide

Guidance literature:: 5-[1-methyl-3-(5-methyl(1,2,4-oxadiazol-3-yl))pyrazol-5-yl]-2-pyridylamine; o-chlorobenzoyl chloride; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 3h;

With water; sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 1h;

Reference yield:

: 1345118-56-0
5-methyl-3-(1-methylpyrazol-3-yl)-1,2,4-oxadiazole

: 1345118-54-8
N-{5-[1-methyl-3-(5-methyl(1,2,4-oxadiazol-3-yl))pyrazol-5-yl](2-pyridyl)}(2-chlorophenyl)carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 3 h / -70 °C

1.2: -70 - 20 °C

2.1: potassium phosphate / bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II) / 1,4-dioxane; acetonitrile; water / 1 h / 85 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 20 °C

3.2: 1 h / 20 °C

With potassium phosphate; n-butyllithium; N-ethyl-N,N-diisopropylamine; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; acetonitrile;

Reference yield:

: 79080-39-0
1-Methylpyrazole-3-carboxylic acid nitrile

: 1345118-54-8
N-{5-[1-methyl-3-(5-methyl(1,2,4-oxadiazol-3-yl))pyrazol-5-yl](2-pyridyl)}(2-chlorophenyl)carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium ethanolate / ethanol / 0.17 h / 20 °C

2.1: ytterbium(III) triflate / ethanol / 2 h / 85 °C

3.1: n-butyllithium / hexane; tetrahydrofuran / 3 h / -70 °C

3.2: -70 - 20 °C

4.1: potassium phosphate / bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II) / 1,4-dioxane; acetonitrile; water / 1 h / 85 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 20 °C

5.2: 1 h / 20 °C

With potassium phosphate; n-butyllithium; sodium ethanolate; N-ethyl-N,N-diisopropylamine; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); ytterbium(III) triflate; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; water; acetonitrile;