1-(2-Fluoro-benzyl)-1H-py...

Base Information

• Chemical Name: 1-(2-Fluoro-benzyl)-1H-py...
• CAS No.: 256499-19-1
• Molecular Formula: C14H12FN5.ClH
• Molecular Weight: 305.7379232
• Mol file: 256499-19-1.mol

Synonyms:

Chemical Property of 1-(2-Fluoro-benzyl)-1H-py...

Chemical Property:

• Melting Point: 247-249oC
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99.9% ^*data from raw suppliers

1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamideHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide Hydrochloride is a key intermediate in the synthesis of Riociguat, a potent, oral stimulator of soluble guanylate cyclase for the treatment of pulmonary hypertension.

Technology Process of 1-(2-Fluoro-benzyl)-1H-py...

There total 6 articles about 1-(2-Fluoro-benzyl)-1H-py... 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:

methyl 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbimidate (304874-06-4) → 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide hydrochloride (256499-19-1)

Guidance literature:

With ammonium chloride; acetic acid; In methanol; Heating / reflux;

Reference yield:

please input 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-formamidine (256376-68-8) → 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide hydrochloride (256499-19-1)

Guidance literature:

With hydrogenchloride; In tert-butyl methyl ether; for 2.5h;

Reference yield:

1-(2-fluorobenzyl)-3-iodo-1H-pyrazolo[3,4-b]pyridine (1313738-72-5) → 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide hydrochloride (256499-19-1)

Guidance literature:

Multi-step reaction with 4 steps

1: zinc; 1,1'-bis-(diphenylphosphino)ferrocene; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl acetamide / 13 h / 120 °C

2: methanol / 2 h / 20 °C

3: acetic acid; ammonium chloride / methanol / Reflux

4: hydrogenchloride / tert-butyl methyl ether / 2.5 h

With hydrogenchloride; methanol; 1,1'-bis-(diphenylphosphino)ferrocene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonium chloride; acetic acid; zinc; In methanol; tert-butyl methyl ether; N,N-dimethyl acetamide;

upstream raw materials:

methyl 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbimidate

3-iodo-1H-pyrazolo[3,4-b]pyridine

o-fluorobenzyl bromide

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

Downstream raw materials:

2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5-(1-oxido-4-pyridinyl)-4-pyrimidinylamine

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

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

5-{[tert-butyl(dimethyl)silyl]oxy}-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-4,6-diamine