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

Base Information

• Chemical Name: 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile
• CAS No.: 256376-65-5
• Molecular Formula: C14H9FN4
• Molecular Weight: 252.251
• European Community (EC) Number: 849-893-6
• UNII: 5GF96DR55T
• Nikkaji Number: J1.500.683H
• Mol file: 256376-65-5.mol

Synonyms:256376-65-5;1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile;1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile;1-[(2-FLUOROPHENYL)METHYL]PYRAZOLO[3,4-B]PYRIDINE-3-CARBONITRILE;1H-Pyrazolo[3,4-b]pyridine-3-carbonitrile, 1-[(2-fluorophenyl)methyl]-;MFCD20268231;C14H9FN4;CSUUGTRFBZTTQW-UHFFFAOYSA-N;SCHEMBL174888;5GF96DR55T;AMY3550;BCP14114;CS-M2179;1-(2-FLUORO-BENZYL)-1H-PYRAZOLO[3,4-B]PYRIDINE-3-CARBONITRILE;AKOS024262687;GS-6062;PB15435;AC-33894;SY040557;P12742;A852273;3-Cyano-1-(2-fluorobenyl)-1H-pyrazolo[3,4-b]pyridine;3-Cyano-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine;1-(2-Fluorobenzyl)pyrazolo[3,4-b]pyridine-3-carbonitrile;1-(2-fluorobenzyl)-1H-pyrazolo [3,4-b]pyridine-3-carbonitrile;1-(2-Fluorobenzyl)-1H-pyrazolo-[3,4-b]pyridine-3-carbonitrile

Chemical Property of 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile

Chemical Property:

• Melting Point: 80-82oC
• Boiling Point: 454.2±40.0 °C(Predicted)
• PKA: 0.72±0.30(Predicted)
• PSA: 54.50000
• Density: 1.31±0.1 g/cm3(Predicted)
• LogP: 2.49038
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 252.08112447
• Heavy Atom Count: 19
• Complexity: 366

Purity/Quality:

99.9% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CN2C3=C(C=CC=N3)C(=N2)C#N)F
• Uses: 1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile is used in various studies of stimulators of soluble guanylate cyclase.

Technology Process of 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile

There total 18 articles about 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile 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: 100.0%

1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxamide (256376-62-2) → 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile (256376-65-5)

Guidance literature:

With pyridine; trifluoroacetic anhydride; at 20 ℃; for 8h;

DOI:10.1016/S0960-894X(01)00073-7

Reference yield: 100.0%

trifluoroacetic anhydride (407-25-0) + 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxamide (256376-62-2) → 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile (256376-65-5)

Guidance literature:

1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxamide; With pyridine; In tetrahydrofuran; for 0.166667h;

trifluoroacetic anhydride; at 20 - 40 ℃;

Reference yield: 81.0%

o-fluorobenzyl bromide (446-48-0) + 1H-pyrazolo[3,4-b]pyridine-3-carbonitrile (956010-88-1) → 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile (256376-65-5)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; for 16h; regioselective reaction;

DOI:10.1016/j.bmcl.2013.01.028

upstream raw materials:

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

(2-fluorobenzyl)hydrazine

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

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

Downstream raw materials:

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

2-(1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidine-4,5,6- triamine

ethyl 4-amino-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-5-carboxylate

2-({4,6-diamino-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}amino)ethanol