3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine

Base Information

• Chemical Name: 3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine
• CAS No.: 956010-87-0
• Molecular Formula: C7H4F3N3
• Molecular Weight: 187.124
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID60701940
• Nikkaji Number: J3.511.236G
• Wikidata: Q72512617
• Mol file: 956010-87-0.mol

Synonyms:3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine;956010-87-0;3-(trifluoromethyl)-2H-pyrazolo[3,4-b]pyridine;3-Trifluomethyl-7-aza-1H-indazloe;SCHEMBL1496225;DTXSID60701940;MFCD13178059;AKOS016001361;PB34756;DS-12786;AM20061641;CS-0030490;FT-0724560;J3.511.236G;3-(trifluoromethyl)-1h-pyrazolo[3,4-b]-pyridine;Q-103537

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

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Refractive Index: 1.565
• Boiling Point: 284.586 °C at 760 mmHg
• Flash Point: 125.914 °C
• PSA: 41.57000
• Density: 1.536 g/cm³
• LogP: 1.97670
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 187.03573163
• Heavy Atom Count: 13
• Complexity: 194

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(NN=C2N=C1)C(F)(F)F

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

There total 6 articles about 3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine 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: 85.0%

2-fluoropyridine (372-48-5) + ethyl trifluoroacetate, (383-63-1) → 3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine (956010-87-0)

Guidance literature:

2-fluoropyridine; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

ethyl trifluoroacetate,; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

With hydrazine hydrate; In tetrahydrofuran; hexane; at 60 ℃; for 6h;

Reference yield: 85.0%

2,2,2-trifluoro-1-(2-fluoropyridin-3-yl)ethanone (1186608-79-6) → 3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine (956010-87-0)

Guidance literature:

With hydrazine hydrate; In ethanol; Reflux;

Reference yield:

C7H3BrF3NO (886371-13-7) → 3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine (956010-87-0)

Guidance literature:

With hydrazine; In ethanol; at 20 - 100 ℃; Microwave irradiation;

upstream raw materials:

C₇H₃BrF₃NO

2,2,2-trifluoro-1-(2-fluoropyridin-3-yl)ethanone

2-fluoropyridine

ethyl trifluoroacetate,

Downstream raw materials:

5-nitro-3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine

3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine-5-amine

1-(2,3-Difluorobenzyl)-3-(1H-tetrazol-5-yl)-1H-pyrazolo[3,4-b]pyridine

1-(Cycloheptylmethyl)-3-(1H-tetrazol-5-yl)-1H-pyrazolo[3,4-b]pyridine

Refernces

• 1、 Griebenow, Nils,Schirok, Hartmut,Mittendorf, Joachim,Straub, Alexander,Follmann, Markus,Stasch, Johannes-Peter,Knorr, Andreas,Schlemmer, Karl-Heinz,Redlich, Gorden. "Identification of acidic heterocycle-substituted 1H-pyrazolo[3,4-b] pyridines as soluble guanylate cyclase stimulators". . p. 1197 - 1200. Retrieved 2013/03/28.
• 2、 -. "1H-PYRAZOLO [3, 4-B] PYRIDINE COMPOUNDS FOR INHIBITING RAF KINASE". Page/Page column 50. . Retrieved 2011/04/14.