1H-Pyrazolo(3,4-d)pyrimidine-3-carbonitrile, 4-amino-

Base Information

• Chemical Name: 1H-Pyrazolo(3,4-d)pyrimidine-3-carbonitrile, 4-amino-
• CAS No.: 6826-96-6
• Molecular Formula: C6H4N6
• Molecular Weight: 160.138
• NSC Number: 95941
• UNII: LJ2FXF848H
• DSSTox Substance ID: DTXSID00218421
• Nikkaji Number: J325.483F
• Wikidata: Q83095302
• ChEMBL ID: CHEMBL61941
• Mol file: 6826-96-6.mol

Synonyms:6826-96-6;4-Amino-1H-pyrazolo[3,4-d]pyrimidine-3-carbonitrile;4-amino-5h-pyrazolo[3,4-d]pyrimidine-3-carbonitrile;1H-Pyrazolo(3,4-d)pyrimidine-3-carbonitrile, 4-amino-;LJ2FXF848H;4-Amino-3-cyanopyrazolo[3,4-d]pyrimidine;NSC-95941;4-amino-2H-pyrazolo[3,4-d]pyrimidine-3-carbonitrile;1H-Pyrazolo[3,4-d]pyrimidine-3-carbonitrile, 4-amino-;4-Aminopyrazolo[3,4-d]pyrimidine-3-carbonitrile;4-Amino-3-cyanopyrazolo(3,4-d)pyrimidine;4-Aminopyrazolo(3,4-d)pyrimidine-3-carbonitrile;4-Amino-1H-pyrazolo(3,4-d)pyrimidine-3-carbonitrile;NSC95941;UNII-LJ2FXF848H;NCIOpen2_001604;CHEMBL61941;SCHEMBL1845744;SCHEMBL8323143;DTXSID00218421;NSC 95941;AKOS004910254;3-cyano-4-aminopyrazolo[3,4-d]pyrimidine;CS-0068197;D73565;EN300-4251731;4-Amino-1H-pyrazolo[3,4-d]pyrimidine-3-carbonitrile #;Z1255391362

Chemical Property of 1H-Pyrazolo(3,4-d)pyrimidine-3-carbonitrile, 4-amino-

Chemical Property:

• Vapor Pressure: 2.26E-11mmHg at 25°C
• Boiling Point: 531.3°C at 760 mmHg
• Flash Point: 275.1°C
• Density: 1.66g/cm³
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 160.04974415
• Heavy Atom Count: 12
• Complexity: 219

Purity/Quality:

NLT 98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC2=NNC(=C2C(=N1)N)C#N

Technology Process of 1H-Pyrazolo(3,4-d)pyrimidine-3-carbonitrile, 4-amino-

There total 2 articles about 1H-Pyrazolo(3,4-d)pyrimidine-3-carbonitrile, 4-amino- 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: 68.0%

5-amino-1H-pyrazole-3,4-dicarbonitrile (54385-49-8) + trimethyl orthoformate (149-73-5) → 4-amino-3-cyano-pyrazolo<3,4-d>pyrimidine (6826-96-6)

Guidance literature:

5-amino-1H-pyrazole-3,4-dicarbonitrile; trimethyl orthoformate; Reflux;

With ammonia; In methanol; at 20 ℃; Inert atmosphere;

Reference yield:

5-amino-1H-pyrazole-3,4-dicarbonitrile (54385-49-8) → 4-amino-3-cyano-pyrazolo<3,4-d>pyrimidine (6826-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / methanol / 8 h / Heating

2: 83 percent / 20percent aq. NH₄OH / 5 h / Heating

With ammonium hydroxide; In methanol;

DOI:10.1007/BF00506296

Reference yield: 82.0%

4-amino-3-cyano-pyrazolo<3,4-d>pyrimidine (6826-96-6) + 3-bromo-1-[1-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]pyrrolidin-2-one (1613396-19-2) → 4-amino-1-[1-[1-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]-2-oxo-pyrrolidin-3-yl]pyrazolo[3,4-d]pyrimidine-3-carbonitrile (1613396-30-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 1h;

upstream raw materials:

5-amino-1H-pyrazole-3,4-dicarbonitrile

trimethyl orthoformate

Downstream raw materials:

4-amino-3-cyano-1-<(2-acetoxyethoxy)methyl>pyrazolo<3,4-d>pyrimidine

4-acetamido-3-cyanopyrazolo<3,4-d>pyrimidine

4-amino-3-cyano-1-<(2-hydroxyethoxy)methyl>pyrazolo<3,4-d>pyrimidine

4-amino-1-<(2-hydroxyethoxy)methyl>pyrazolo<3,4-d>pyrimidine-3-carboxamide

Refernces

• 1、 -. "4-amino-3-(imidazolylmethyl)-Pyrazolopyridine [3, 4-D] pyrimidinecarboxylic". . . Retrieved 2016/10/10.