5-methyl-4-phenyl-1H-pyrazolo[3,4-b]pyridin-3amine

Base Information

• Chemical Name: 5-methyl-4-phenyl-1H-pyrazolo[3,4-b]pyridin-3amine
• CAS No.: 1622055-08-6
• Molecular Formula: C₁₃H₁₂N₄
• Molecular Weight: 224.265
• Mol file: 1622055-08-6.mol

Synonyms:5-methyl-4-phenyl-1H-pyrazolo[3,4-b]pyridin-3amine

Chemical Property of 5-methyl-4-phenyl-1H-pyrazolo[3,4-b]pyridin-3amine

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 5-methyl-4-phenyl-1H-pyrazolo[3,4-b]pyridin-3amine

There total 3 articles about 5-methyl-4-phenyl-1H-pyrazolo[3,4-b]pyridin-3amine 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: 76.0%

2-chloro-5-methyl-4-phenylnicotinonitrile (155413-19-7) → 5-methyl-4-phenyl-1H-pyrazolo[3,4-b]pyridin-3amine (1622055-08-6)

Guidance literature:

With hydrazine hydrate; at 150 ℃; for 2h;

DOI:10.1016/j.ejmech.2014.08.008

Reference yield:

1-phenyl-propan-1-one (93-55-0) → 5-methyl-4-phenyl-1H-pyrazolo[3,4-b]pyridin-3amine (1622055-08-6)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonium acetate; acetic acid / toluene / 24 h / Reflux

2: trichlorophosphate / 3 h / 70 - 80 °C

3: hydrazine hydrate / 2 h / 150 °C

With hydrazine hydrate; ammonium acetate; acetic acid; trichlorophosphate; In toluene; 1: |Knoevenagel Condensation / 2: |Vilsmeier-Haack Formylation;

DOI:10.1016/j.ejmech.2014.08.008

Reference yield:

2-(1-phenylpropylidene)malononitrile (10432-39-0) → 5-methyl-4-phenyl-1H-pyrazolo[3,4-b]pyridin-3amine (1622055-08-6)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / 3 h / 70 - 80 °C

2: hydrazine hydrate / 2 h / 150 °C

With hydrazine hydrate; trichlorophosphate; 1: |Vilsmeier-Haack Formylation;

DOI:10.1016/j.ejmech.2014.08.008

upstream raw materials:

2-chloro-5-methyl-4-phenylnicotinonitrile

2-(1-phenylpropylidene)malononitrile

1-phenyl-propan-1-one