Methyl 5-bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine-3-carboxylate

Base Information

• Chemical Name: Methyl 5-bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine-3-carboxylate
• CAS No.: 916326-80-2
• Molecular Formula: C₉H₈BrN₃O₂
• Molecular Weight: 270.085
• Mol file: 916326-80-2.mol

Synonyms:Methyl 5-bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine-3-carboxylate

Chemical Property of Methyl 5-bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine-3-carboxylate

Chemical Property:

• PSA: 57.01000
• LogP: 1.51740

Purity/Quality:

99%, ^*data from raw suppliers

Methyl5-bromo-1-methyl-1H-pyrazolo-[3,4-b]pyridine-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 5-bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine-3-carboxylate

There total 3 articles about Methyl 5-bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine-3-carboxylate 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: 97.0%

methyl iodide (74-88-4) → 5-bromo-1methyl-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid methyl ester (916326-80-2)

Guidance literature:

methyl 5-bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.25h;

methyl iodide; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield: 97.0%

methyl 5-bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylate (916325-84-3) + methyl iodide (74-88-4) → 5-bromo-1methyl-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid methyl ester (916326-80-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2007.05.029

Reference yield:

pyrazolo[3,4-b]pyridine-3-carboxylic acid methyl ester (916325-83-2) → 5-bromo-1methyl-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid methyl ester (916326-80-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 43 percent / Br₂; NaOAc; acetic acid / 115 °C

2: 97 percent / NaH / tetrahydrofuran

With bromine; sodium acetate; sodium hydride; acetic acid; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2007.05.029

upstream raw materials:

methyl 5-bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylate

methyl iodide

pyrazolo[3,4-b]pyridine-3-carboxylic acid methyl ester

Downstream raw materials:

5-bromo-1methyl-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid

C₁₆H₁₆O₂N₅Br

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