2-(Cyanomethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carbonitrile

Base Information

• Chemical Name: 2-(Cyanomethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carbonitrile
• CAS No.: 5466-67-1
• Molecular Formula: C11H9N5
• Molecular Weight: 211.2227
• NSC Number: 26374
• DSSTox Substance ID: DTXSID90282530
• Wikidata: Q82016823
• ChEMBL ID: CHEMBL1502658
• Mol file: 5466-67-1.mol

Synonyms:2-(cyanomethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carbonitrile;5466-67-1;NSC26374;Bionet2_000326;MLS000696312;CHEMBL1502658;DTXSID90282530;HMS1364O18;HMS2625P21;MFCD00141804;NSC-26374;AKOS005105084;Pyrazolo[1, 3-cyano-5,7-dimethyl-;SMR000333423;CS-0099607;9E-034

Chemical Property of 2-(Cyanomethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carbonitrile

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.28g/cm³
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 211.08579531
• Heavy Atom Count: 16
• Complexity: 361

Purity/Quality:

NLT 98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC2=C(C(=NN12)CC#N)C#N)C

Technology Process of 2-(Cyanomethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carbonitrile

There total 4 articles about 2-(Cyanomethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carbonitrile 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: 88.0%

5-amino-3-(cyanomethyl)-1H-pyrazole-4-carbonitrile (54711-21-6) + acetylacetone (123-54-6,81235-32-7) → 2-(cyanomethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carbonitrile (5466-67-1)

Guidance literature:

With acetic acid; for 12h; Reflux;

DOI:10.1002/jhet.2590

Reference yield:

acetylacetone (123-54-6,81235-32-7) → 2-(cyanomethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carbonitrile (5466-67-1)

Guidance literature:

With potassium ethoxide;

DOI:10.1021/ja01519a044

Reference yield:

acetylacetone (123-54-6,81235-32-7) → 2-(cyanomethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carbonitrile (5466-67-1) + 2-amino-5,7-dimethyl-pyrazolo[1,5-a]pyridine-3,4-dicarbonitrile (6975-46-8)

Guidance literature:

With potassium ethoxide;

DOI:10.1021/ja01519a044

upstream raw materials:

ethanol

potassium ethoxide

5-amino-3-(cyanomethyl)-1H-pyrazole-4-carbonitrile

acetylacetone