1H-pyrazolo[3,4-d]pyrimidin-6-amine

Base Information

• Chemical Name: 1H-pyrazolo[3,4-d]pyrimidin-6-amine
• CAS No.: 287177-82-6
• Molecular Formula: C₅H₅N₅
• Molecular Weight: 135.128
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30599255
• Nikkaji Number: J1.340.101B
• Wikidata: Q82495123
• Mol file: 287177-82-6.mol

Synonyms:1H-pyrazolo[3,4-d]pyrimidin-6-amine;287177-82-6;1H-Pyrazolo[3,4-d]pyrimidin-6-amine (9CI);SCHEMBL342513;DTXSID30599255;SMXRCJBCWRHDJE-UHFFFAOYSA-N;AMY26834;MFCD11559009;AKOS001772121;DS-5616;SB75598;6-amino-1h-pyrazolo[3,4-d]pyrimidine;1H-pyrazolo[3,4-d]pyrimidin-6-yl amine;CS-0059010;A819552;Z1198334997

Chemical Property of 1H-pyrazolo[3,4-d]pyrimidin-6-amine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.837
• Boiling Point: 482.41 °C at 760 mmHg
• Flash Point: 277.224 °C
• PSA: 80.48000
• Density: 1.612 g/cm³
• LogP: 0.51630
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 135.05449518
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

1H-Pyrazolo[3,4-D]pyrimidin-6-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C=NNC2=NC(=N1)N

Technology Process of 1H-pyrazolo[3,4-d]pyrimidin-6-amine

There total 3 articles about 1H-pyrazolo[3,4-d]pyrimidin-6-amine 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: 60.0%

4-chloro-1H-pyrazolo[3,4-d]pyrimidine-6-amine (100644-65-3) → 1H-pyrazolo[3,4-d]pyrimidin-6-amine (287177-82-6)

Guidance literature:

With ammonia; palladium 10% on activated carbon; In methanol; water; for 16h;

Reference yield: 31.0%

6-chloro-1H-pyrazolo[3,4-d]pyrimidine (23002-51-9) → 1H-pyrazolo[3,4-d]pyrimidin-6-amine (287177-82-6)

Guidance literature:

With ammonium formate; palladium 10% on activated carbon; In methanol; for 4h; Reflux;

Reference yield:

2,4-dichloro-5-pyrimidinecarboxaldehyde (871254-61-4) → 1H-pyrazolo[3,4-d]pyrimidin-6-amine (287177-82-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine / tetrahydrofuran / 1 h / 20 °C

2: ammonium formate / palladium 10% on activated carbon / methanol / 4 h / Reflux

With ammonium formate; hydrazine; palladium 10% on activated carbon; In tetrahydrofuran; methanol;

upstream raw materials:

4-chloro-1H-pyrazolo[3,4-d]pyrimidine-6-amine

2,4-dichloro-5-pyrimidinecarboxaldehyde

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

Refernces

• 1、 -. "CYTIDINE ANALOGS AND METHODS OF USE". Page/Page column 40. . Retrieved 2010/02/08.