4-(5-(4-chlorophenylamino)pyrazolo[1,5-a]pyrimidin-7-yloxy)-3,5-dimethylbenzonitrile

Base Information

Chemical Name:4-(5-(4-chlorophenylamino)pyrazolo[1,5-a]pyrimidin-7-yloxy)-3,5-dimethylbenzonitrile
CAS No.:1564252-81-8
Molecular Formula:C₂₁H₁₆ClN₅O
Molecular Weight:389.844
Hs Code.:

Synonyms:4-(5-(4-chlorophenylamino)pyrazolo[1,5-a]pyrimidin-7-yloxy)-3,5-dimethylbenzonitrile

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Chemical Property of 4-(5-(4-chlorophenylamino)pyrazolo[1,5-a]pyrimidin-7-yloxy)-3,5-dimethylbenzonitrile

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Technology Process of 4-(5-(4-chlorophenylamino)pyrazolo[1,5-a]pyrimidin-7-yloxy)-3,5-dimethylbenzonitrile

There total 3 articles about 4-(5-(4-chlorophenylamino)pyrazolo[1,5-a]pyrimidin-7-yloxy)-3,5-dimethylbenzonitrile 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: 63.2%

: 1564252-97-6
C₁₅H₁₁ClN₄O

: 106-47-8
4-chloro-aniline

: 1564252-81-8
4-(5-(4-chlorophenylamino)pyrazolo[1,5-a]pyrimidin-7-yloxy)-3,5-dimethylbenzonitrile

Guidance literature:: With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100 ℃; Inert atmosphere;
DOI:10.1016/j.bmc.2014.02.029

Reference yield:

: 672323-32-9
pyrazolo[1,5-a]pyrimidine-5,7(4H,6H)-dione

: 1564252-81-8
4-(5-(4-chlorophenylamino)pyrazolo[1,5-a]pyrimidin-7-yloxy)-3,5-dimethylbenzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: trichlorophosphate; N,N-dimethyl-aniline / 80 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

3: palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 100 °C / Inert atmosphere

With palladium diacetate; potassium carbonate; caesium carbonate; N,N-dimethyl-aniline; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trichlorophosphate; In 1,4-dioxane; N,N-dimethyl-formamide; 3: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmc.2014.02.029

Reference yield:

: 57489-77-7
5,7-dichloropyrazolo[1,5-a]pyrimidine

: 1564252-81-8
4-(5-(4-chlorophenylamino)pyrazolo[1,5-a]pyrimidin-7-yloxy)-3,5-dimethylbenzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

2: palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 100 °C / Inert atmosphere

With palladium diacetate; potassium carbonate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; N,N-dimethyl-formamide; 2: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmc.2014.02.029