methyl 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methylpyrimidine-5-carboxylate

Base Information

• Chemical Name: methyl 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methylpyrimidine-5-carboxylate
• CAS No.: 1361570-39-9
• Molecular Formula: C₂₀H₁₆FN₅O₂
• Molecular Weight: 377.378
• Mol file: 1361570-39-9.mol

Synonyms:methyl 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methylpyrimidine-5-carboxylate

Chemical Property of methyl 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methylpyrimidine-5-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methylpyrimidine-5-carboxylate

There total 1 articles about methyl 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methylpyrimidine-5-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: 68.0%

(E)-methyl 2-(methoxymethylidene)-3-oxobutanoate (71043-34-0) + 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide hydrochloride (256499-19-1) → methyl 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methylpyrimidine-5-carboxylate (1361570-39-9)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃;

Reference yield: 89.0%

methyl 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methylpyrimidine-5-carboxylate (1361570-39-9) → 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methylpyrimidine-5-carboxylic acid (1361570-40-2)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 1.5h;

Reference yield:

methyl 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methylpyrimidine-5-carboxylate (1361570-39-9) → 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methylpyrimidine-5-carboxamide (1361570-41-3)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium hydroxide; water / tetrahydrofuran / 1.5 h / 20 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; ammonium hydroxide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With ammonium hydroxide; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

(E)-methyl 2-(methoxymethylidene)-3-oxobutanoate

1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide hydrochloride

Downstream raw materials:

2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methylpyrimidine-5-carboxylic acid

2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methylpyrimidine-5-carboxamide

2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrido[4,3-d]pyrimidin-5(6H)-one