2-(Phenylmethyl)-2H-pyrazolo[3,4-b]pyridine

Base Information

• Chemical Name: 2-(Phenylmethyl)-2H-pyrazolo[3,4-b]pyridine
• CAS No.: 116855-10-8
• Molecular Formula: C₁₃H₁₁N₃
• Molecular Weight: 209.25
• DSSTox Substance ID: DTXSID501264046
• Mol file: 116855-10-8.mol

Synonyms:2-(Phenylmethyl)-2H-pyrazolo[3,4-b]pyridine;116855-10-8;DTXSID501264046

Chemical Property of 2-(Phenylmethyl)-2H-pyrazolo[3,4-b]pyridine

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 209.095297364
• Heavy Atom Count: 16
• Complexity: 225

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=C3C=CC=NC3=N2

Technology Process of 2-(Phenylmethyl)-2H-pyrazolo[3,4-b]pyridine

There total 3 articles about 2-(Phenylmethyl)-2H-pyrazolo[3,4-b]pyridine 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: 50.0%

benzyl chloride (100-44-7) + 1H-Pyrazolo[3,4-b]pyridine (271-73-8) → 1‐benzyl‐1H‐pyrazolo[3,4‐b]pyridine (75427-06-4) + 2-benzylpyrazolo<3,4-b>pyridine (116855-10-8)

Guidance literature:

1H-Pyrazolo[3,4-b]pyridine; With potassium hydroxide; In acetone; at 0 ℃;

benzyl chloride; In acetone;

DOI:10.3390/molecules25122820

Reference yield: 50.0%

benzyl chloride (100-44-7) + 1H-Pyrazolo[3,4-b]pyridine (271-73-8) → 2-benzylpyrazolo<3,4-b>pyridine (116855-10-8)

Guidance literature:

1H-Pyrazolo[3,4-b]pyridine; With potassium hydroxide; In acetone; at 0 ℃; for 1h;

benzyl chloride; In acetone; at 20 ℃; for 7h;

DOI:10.1021/acs.joc.7b02136

Reference yield:

2-chloro-3-carbaldehydepyridine (36404-88-3) → 2-benzylpyrazolo<3,4-b>pyridine (116855-10-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 25 percent / hydrazine hydrate / ethanol / 24 h / Heating

2: 34 percent / 5percent sodium ethoxide / ethanol / 1.5 h / Heating

With sodium ethanolate; hydrazine hydrate; In ethanol;

DOI:10.1139/v88-074

upstream raw materials:

benzyl chloride

1H-Pyrazolo[3,4-b]pyridine

2-chloro-3-carbaldehydepyridine