1H-indazole-5-carbonitrile

Base Information

• Chemical Name: 1H-indazole-5-carbonitrile
• CAS No.: 74626-47-4
• Molecular Formula: C8H5N3
• Molecular Weight: 143.148
• Hs Code.: 29339900
• DSSTox Substance ID: DTXSID30456071
• Wikidata: Q72482794
• Mol file: 74626-47-4.mol

Synonyms:1H-indazole-5-carbonitrile;74626-47-4;5-Cyano-1H-indazole;5-CYANOINDAZOLE;MFCD04973397;5-cyano azaindole;1H-5-indazolecarbonitrile;SCHEMBL774832;DTXSID30456071;YGBYVNQFNMXDJM-UHFFFAOYSA-N;BCP26548;STL273318;AKOS005145960;CS-W005761;PB12815;PS-4771;SY065567;A9552;AM20041106;FT-0646517;J-504684

Chemical Property of 1H-indazole-5-carbonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.685
• Boiling Point: 370.312 °C at 760 mmHg
• PKA: 12.19±0.40(Predicted)
• Flash Point: 126.669 °C
• PSA: 52.47000
• Density: 1.34 g/cm³
• LogP: 1.43458
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 143.048347172
• Heavy Atom Count: 11
• Complexity: 193

Purity/Quality:

98% ^*data from raw suppliers

1H-Indazole-5-carbonitrile ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C#N)C=NN2

Technology Process of 1H-indazole-5-carbonitrile

There total 16 articles about 1H-indazole-5-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: 91.0%

zinc(II) cyanide (557-21-1) + 5-bromo-1H-indazole (53857-57-1) → 1H-indazole-5-carbonitrile (74626-47-4)

Guidance literature:

dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In water; N,N-dimethyl-formamide; at 150 ℃; for 0.75h; Sealed vial;

Reference yield: 91.0%

1H-indazol-5-ylamine (19335-11-6) → 1H-indazole-5-carbonitrile (74626-47-4)

Guidance literature:

With concentrated aqueous hydrochloric acid; sodium nitrite; In water; ethyl acetate;

Reference yield: 87.0%

4-fluoro-3-formylbenzonitrile (146137-79-3) → 1H-indazole-5-carbonitrile (74626-47-4)

Guidance literature:

With hydrazine hydrate; at 20 ℃; for 24h; Inert atmosphere;

upstream raw materials:

4-fluoro-3-formylbenzonitrile

1H-indazol-5-ylamine

copper(I) cyanide

5-nitroindazole

Downstream raw materials:

3-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoic acid

ethyl 3-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoate

5-[3-(1H-indazol-5-yl)-1,2,4-oxadiazol-5-yl]-2-[(1-methylethyl)oxy]benzonitrile

3-iodo-1H-indazole-5-carbonitrile

Refernces

• 1、 -. "EGFR INHIBITOR, AND PREPARATION AND APPLICATION THEREOF". Paragraph 0106; 0345. . Retrieved 2017/09/02.
• 2、 -. "OXADIAZOLE SUBSTITUTED INDAZOLE DERIVATIVES FOR USE AS SPHINGOSINE 1-PHOSPHATE 1 (S1P1) RECEPTOR AGONISTS". Page/Page column 23. . Retrieved 2012/11/13.