1h-Pyrazolo[3,4-d]pyrimidine

Base Information

• Chemical Name: 1h-Pyrazolo[3,4-d]pyrimidine
• CAS No.: 271-80-7
• Molecular Formula: C5H4N4
• Molecular Weight: 120.114
• Hs Code.: 2933990090
• NSC Number: 82206
• DSSTox Substance ID: DTXSID60181566
• Nikkaji Number: J1.517.897C
• Wikidata: Q83052192
• Mol file: 271-80-7.mol

Synonyms:A-420983;pyrazolo(3,4-d)pyrimidine

Chemical Property of 1h-Pyrazolo[3,4-d]pyrimidine

Chemical Property:

• Vapor Pressure: 0.000966mmHg at 25°C
• Melting Point: 213-214 °C
• Refractive Index: 1.737
• Boiling Point: 312.5°C at 760 mmHg
• PKA: 11.53±0.20(Predicted)
• Flash Point: 158.7°C
• PSA: 54.46000
• Density: 1.472g/cm³
• LogP: 0.35290
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 120.043596145
• Heavy Atom Count: 9
• Complexity: 105

Purity/Quality:

99%, ^*data from raw suppliers

1H-Pyrazolo[3,4-d]pyrimidine 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C=NNC2=NC=N1

Technology Process of 1h-Pyrazolo[3,4-d]pyrimidine

There total 3 articles about 1h-Pyrazolo[3,4-d]pyrimidine 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:

4-chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8) → 1H-pyrazolo[3,4-d]pyrimidine (271-80-7,35760-86-2)

Guidance literature:

With ammonium hydroxide; palladium on activated charcoal; Hydrogenation;

DOI:10.1021/ja01585a023

Reference yield:

Allopurinol (315-30-0) → 1H-pyrazolo[3,4-d]pyrimidine (271-80-7,35760-86-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-aniline; POCl₃

2: palladium/charcoal; aqueous NH₃ / Hydrogenation

With ammonium hydroxide; palladium on activated charcoal; N,N-dimethyl-aniline; trichlorophosphate;

DOI:10.1021/ja01585a023

Reference yield:

→ 1H-pyrazolo[3,4-d]pyrimidine (271-80-7,35760-86-2)

Guidance literature:

(XV),Raney-Nickel/EtOH;

upstream raw materials:

4-chloro-1H-pyrazolo[3,4-d]pyrimidine

Allopurinol

Downstream raw materials:

1-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-1H-pyrazolo[3,4-d]pyrimidine

2-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-2H-pyrazolo[3,4-d]pyrimidine

1H-pyrazolo<3,4-d>pyrimidin-4(5H)-one

1-(2-fluorobenzyl)-1H-pyrazolo[3,4-d]pyrimidine-3-carbonitrile

Refernces

• 1、 -. "Azaindazole compounds and methods of use". Page/Page column 9. . Retrieved 2008/06/13.