4-amino-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde

Base Information

• Chemical Name: 4-amino-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde
• CAS No.: 1280127-44-7
• Molecular Formula: C₁₄H₁₂N₄O
• Molecular Weight: 252.275
• Mol file: 1280127-44-7.mol

Synonyms:4-amino-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde

Chemical Property of 4-amino-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-amino-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde

There total 3 articles about 4-amino-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde 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: 94.0%

(4-amino-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-yl)methanol (1307801-19-9) → 4-amino-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde (1280127-44-7)

Guidance literature:

With manganese(IV) oxide; In acetonitrile; at 25 ℃; for 20h;

DOI:10.1002/jhet.242

Reference yield:

ethyl 4-azido-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate (1307801-17-7) → 4-amino-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde (1280127-44-7)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 25 °C

2: manganese(IV) oxide / acetonitrile / 20 h / 25 °C

With manganese(IV) oxide; lithium aluminium tetrahydride; In tetrahydrofuran; acetonitrile;

DOI:10.1002/jhet.242

Reference yield:

4-chloro-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester (81153-44-8) → 4-amino-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde (1280127-44-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium azide / 1-Methylpyrrolidine / 6 h / 80 - 90 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 25 °C

3: manganese(IV) oxide / acetonitrile / 20 h / 25 °C

With manganese(IV) oxide; lithium aluminium tetrahydride; sodium azide; In tetrahydrofuran; 1-Methylpyrrolidine; acetonitrile;

DOI:10.1002/jhet.242

upstream raw materials:

ethyl 4-azido-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

(4-amino-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-yl)methanol

4-chloro-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

Downstream raw materials:

2-(2-chlorophenyl)-9-methyl-7-phenyl-7H-pyrazolo[3,4-h][1,6]naphthyridine

2-(4-bromophenyl)-9-methyl-7-phenyl-7H-pyrazolo[3,4-h][1,6]naphthyridine-3-carbonitrile

ethyl 2,9-dimethyl-7-phenyl-7H-pyrazolo[3,4-h][1,6]naphthyridine-3-carboxylate

2-(4-fluorophenyl)-9-methyl-7-phenyl-7H-pyrazolo[3,4-h][1,6]naphthyridine