AKOS B019534

Base Information

• Chemical Name: AKOS B019534
• CAS No.: 856860-16-7
• Molecular Formula: C₆H₇N₃
• Molecular Weight: 121.142
• Hs Code.: 2933199090
• Mol file: 856860-16-7.mol

Synonyms:AKOS B019534;ART-CHEM-BB B019534;CBI-BB ZERO/008344;1,5-Dimethyl-1H-pyrazole-4-carbonitrile;1,5-dimethyl-4-pyrazolecarbonitrile;1,5-dimethylpyrazole-4-carbonitrile

Chemical Property of AKOS B019534

Chemical Property:

• PSA: 41.61000
• LogP: 0.60018

Purity/Quality:

98%min ^*data from raw suppliers

1,5-dimethyl-1H-pyrazole-4-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of AKOS B019534

There total 2 articles about AKOS B019534 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: 59.0%

methylhydrazine (60-34-4) + Ethoxymethylenemalononitrile (123-06-8) → 5-amino-1-methyl-1H-pyrazole-4-carbonitrile (856860-16-7)

Guidance literature:

In ethanol; at 80 ℃; for 1h; Inert atmosphere;

DOI:10.1002/cmdc.201800398

Reference yield: 52.0%

methylhydrazine (60-34-4) + 2-ethoxymethylene-3-oxobutanenitrile (278602-14-5) → 3-amino-1-methyl-1H-pyrazole-4-carbonitrile (87412-96-2) + 5-amino-1-methyl-1H-pyrazole-4-carbonitrile (856860-16-7) + 1-(5-amino-1-methyl-1H-pyrazol-4-yl)-ethanone (856860-17-8) + 1-(3-amino-1-methyl-1H-pyrazol-4-yl)-ethanone

Guidance literature:

at 25 ℃; for 0.166667h;

DOI:10.1016/j.tet.2005.03.066

Reference yield:

5-amino-1-methyl-1H-pyrazole-4-carbonitrile (856860-16-7) → 4-methyl-3-((1-methyl-6-(pyridin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-N-(3-(trifluoromethyl)phenyl)benzamide (940310-85-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate / 1,4-dioxane / 1.5 h / 125 °C / Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 4 h / 120 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; 2: |Buchwald-Hartwig Coupling;

DOI:10.1002/cmdc.201800398

upstream raw materials:

methylhydrazine

2-ethoxymethylene-3-oxobutanenitrile

Ethoxymethylenemalononitrile

Downstream raw materials:

4-methyl-3-((1-methyl-6-(pyridin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-N-(3-(trifluoromethyl)phenyl)benzamide

Refernces

• 1、 ?ernuchová, Petra,Vo-Thanh, Giang,Milata, Viktor,Loupy, André,Jantová, Soňa,Theiszová, Marica. "Utilization of 2-ethoxymethylene-3-oxobutanenitrile in the synthesis of heterocycles possessing biological activity". . p. 5379 - 5387. Retrieved 2007/10/03.