(E)-2-(1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)-5-(phenyldiazenyl)pyriMidine-4,6-diaMine

Base Information

• Chemical Name: (E)-2-(1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)-5-(phenyldiazenyl)pyriMidine-4,6-diaMine
• CAS No.: 428854-23-3
• Molecular Formula: C23H18FN9
• Molecular Weight: 439.455
• European Community (EC) Number: 854-355-9
• Mol file: 428854-23-3.mol

Synonyms:428854-23-3;(E)-2-(1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)-5-(phenyldiazenyl)pyriMidine-4,6-diaMine;370879-49-5;2-[1-[(2-Fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl]-5-(2-phenyldiazenyl)-4,6-pyrimidinediamine;2-(1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)-5-(phenyldiazenyl)pyrimidine-4,6-diamine;2-[1-[(2-fluorophenyl)methyl]pyrazolo[3,4-b]pyridin-3-yl]-5-phenyldiazenylpyrimidine-4,6-diamine;2-{1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl}-5-[(1E)-2-phenyldiazen-1-yl]pyrimidine-4,6-diamine;4,6-Pyrimidinediamine, 2-[1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl]-5-[(1E)-2-phenyldiazenyl]-;C23H18FN9;SCHEMBL1931369;SCHEMBL1931373;NSYPPYLRJKGGOV-NVQSTNCTSA-N;CS-M2181;AKOS022186158;AB88212;AS-47026;D77446;F11526;A872796;2-[1-(2-Fluoro-benzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5-phenylazo-pyrimidine-4,6-diamine;2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5-[(E)phenyldiazenyl]-4,6-pyrimidinediamine;2-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5-[(E)phenyldiazenyl]4,6-pyrimidinediamine;4,6-Pyrimidinediamine, 2-[1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]-pyridin-3-yl]-5-(2-phenyldiazenyl)-

Chemical Property of (E)-2-(1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)-5-(phenyldiazenyl)pyriMidine-4,6-diaMine

Chemical Property:

• Boiling Point: 631.0±55.0 °C(Predicted)
• PKA: 2.90±0.10(Predicted)
• PSA: 133.98000
• Density: 1.48±0.1 g/cm3(Predicted)
• LogP: 5.16680
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 5
• Exact Mass: 439.16691977
• Heavy Atom Count: 33
• Complexity: 648

Purity/Quality:

99.9% ^*data from raw suppliers

2-(1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)-5-(phenyldiazenyl)pyrimidine-4,6-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N=NC2=C(N=C(N=C2N)C3=NN(C4=C3C=CC=N4)CC5=CC=CC=C5F)N
• Uses: 2-(1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)-5-(phenyldiazenyl)pyrimidine-4,6-diamine is a metabolite of stimulators of soluble guanylate cyclase for the treatment of pulmonary hypertension.

Technology Process of (E)-2-(1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)-5-(phenyldiazenyl)pyriMidine-4,6-diaMine

There total 3 articles about (E)-2-(1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)-5-(phenyldiazenyl)pyriMidine-4,6-diaMine 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: 95.0%

benzeneazomalononitrile (6017-21-6) + 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide hydrochloride (256499-19-1) → C23H18FN9 (428854-23-3)

Guidance literature:

With sodium methylate; In toluene; at 120 ℃; Temperature;

Reference yield: 90.1%

benzeneazomalononitrile (6017-21-6) + C14H12FN5*C2H4O2 → C23H18FN9 (428854-23-3)

Guidance literature:

With sodium methylate; In N,N-dimethyl-formamide; at 110 ℃; for 16h;

Reference yield:

aniline (62-53-3) → C23H18FN9 (428854-23-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 0 - 5 °C

1.2: 1.5 h

2.1: sodium methylate / N,N-dimethyl-formamide / 16 h / 110 °C

With hydrogenchloride; sodium methylate; sodium nitrite; In water; N,N-dimethyl-formamide;

upstream raw materials:

benzeneazomalononitrile

aniline

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)pyrimidine-4,5,6- triamine

Riociguat

2-{1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl}-5-N-methylpyrimidine-4,5,6-triamine