5-AMINO-3-(1-NAPHTHYL)-4-CYANO-1-TERT-BUTYLPYRAZOLE

Base Information

• Chemical Name: 5-AMINO-3-(1-NAPHTHYL)-4-CYANO-1-TERT-BUTYLPYRAZOLE
• CAS No.: 221243-34-1
• Molecular Formula: C₁₈H₁₈N₄
• Molecular Weight: 290.368
• Mol file: 221243-34-1.mol

Synonyms:5-AMINO-3-(1-NAPHTHYL)-4-CYANO-1-TERT-BUTYLPYRAZOLE;5-Amino-1-(1,1-dimethylethyl)-3-(1-naphthalenyl)-1H-pyrazole-4-carbonitrile5-Amino-1-(tert-butyyl)-3-(1-naphthalenyl)-1H-pyrazole-4-carbonitrile

Chemical Property of 5-AMINO-3-(1-NAPHTHYL)-4-CYANO-1-TERT-BUTYLPYRAZOLE

Chemical Property:

• Vapor Pressure: 4.51E-11mmHg at 25°C
• Melting Point: 150-158°C
• Refractive Index: 1.631
• Boiling Point: 523.9°C at 760 mmHg
• Flash Point: 270.7°C
• PSA: 67.63000
• Density: 1.16g/cm³
• LogP: 4.49338
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

5-Amino-3-(1-naphthyl)-4-cyano-1-tert-butylpyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-AMINO-3-(1-NAPHTHYL)-4-CYANO-1-TERT-BUTYLPYRAZOLE

There total 7 articles about 5-AMINO-3-(1-NAPHTHYL)-4-CYANO-1-TERT-BUTYLPYRAZOLE 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:

tertbutylhydrazine hydrochloride (7400-27-3) + 2-(methoxy-naphthalen-1-yl-methylene)-malononitrile (221242-71-3) → 5-amino-1-tert-butyl-3-naphthalen-1-yl-1H-pyrazole-4-carbonitrile (221243-34-1)

Guidance literature:

With triethylamine; In ethanol; for 1h; Heating;

DOI:10.1021/ja983267v

Reference yield:

naphthalene-1-carbonic acid chloride (879-18-5) → 5-amino-1-tert-butyl-3-naphthalen-1-yl-1H-pyrazole-4-carbonitrile (221243-34-1)

Guidance literature:

Multi-step reaction with 3 steps

1: NaH / tetrahydrofuran / 0.5 h / Ambient temperature

2: aq. NaHCO₃ / dioxane / 1 h / 80 °C

3: Et₃N / ethanol / 1 h / Heating

With sodium hydride; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; ethanol;

DOI:10.1021/ja983267v

Reference yield:

2-(hydroxy-naphthalen-1-yl-methylene)-malononitrile → 5-amino-1-tert-butyl-3-naphthalen-1-yl-1H-pyrazole-4-carbonitrile (221243-34-1)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaHCO₃ / dioxane / 1 h / 80 °C

2: Et₃N / ethanol / 1 h / Heating

With sodium hydrogencarbonate; triethylamine; In 1,4-dioxane; ethanol;

DOI:10.1021/ja983267v

upstream raw materials:

tertbutylhydrazine hydrochloride

2-(methoxy-naphthalen-1-yl-methylene)-malononitrile

naphthalene-1-carbonic acid chloride

tert-butylhydrazine

Downstream raw materials:

1-(tert-butyl)-3-(1-naphthyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Refernces

• 1、 Lourido, Sebastian,Zhang, Chao,Lopez, Michael S.,Tang, Keliang,Barks, Jennifer,Wang, Qiuling,Wildman, Scott A.,Shokat, Kevan M.,Sibley, L. David. "Optimizing small molecule inhibitors of calcium-dependent protein kinase 1 to prevent infection by toxoplasma gondii". . p. 3068 - 3077. Retrieved 2013/06/05.