ethyl 5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylate

Base Information

• Chemical Name: ethyl 5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylate
• CAS No.: 1361232-72-5
• Molecular Formula: C₁₆H₁₃F₂N₃O₂
• Molecular Weight: 317.295
• Mol file: 1361232-72-5.mol

Synonyms:ethyl 5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylate

Chemical Property of ethyl 5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylate

There total 4 articles about ethyl 5-fluoro-1-(2-fluorobenzyl)-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: 81.0%

2-fluoro-3-(morpholin-4-yl)acrylaldehyde (1438425-79-6) + ethyl 5-amino-1-(2-fluorobenzyl)-1H-pyrazole-3-carboxylate (256504-39-9) → ethyl 5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylate (1361232-72-5)

Guidance literature:

With methanesulfonic acid; lithium chloride; In ethanol; for 4.5h; Reagent/catalyst; Time; Concentration; Reflux;

Reference yield: 35.0%

β-(Dimethylamino)-α-fluoropropenal (761-88-6,152873-63-7) + ethyl 5-amino-1-(2-fluorobenzyl)-1H-pyrazole-3-carboxylate (256504-39-9) → ethyl 5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylate (1361232-72-5)

Guidance literature:

With trifluoroacetic acid; In 1,4-dioxane; for 72h; Reflux;

Reference yield:

o-fluorobenzyl bromide (446-48-0) + C9H8FN3O2 → ethyl 5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylate (1361232-72-5) + ethyl 5-fluoro-2-(2-fluorobenzyl)-2H-indazole-3-carboxylate

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Overall yield = 67 percent;

DOI:10.1021/jacs.9b07037

upstream raw materials:

β-(Dimethylamino)-α-fluoropropenal

ethyl 5-amino-1-(2-fluorobenzyl)-1H-pyrazole-3-carboxylate

2-fluoro-3-(morpholin-4-yl)acrylaldehyde

o-fluorobenzyl bromide

Downstream raw materials:

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

2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-7-(2,2,2-trifluoro ethyl)-7,9-dihydro-8H-purin-8-one

2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-6-iodo-7-(2,2,2-trifluoro ethyl)-7,9-dihydro-8H-purin-8-one

6-amino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-7-(2,2,2-trifluoroethyl)-7,9-dihydro-8H-purin-8-one