1H-Indazole-6-carbonitrile

Base Information

• Chemical Name: 1H-Indazole-6-carbonitrile
• CAS No.: 141290-59-7
• Molecular Formula: C8H5 N3
• Molecular Weight: 143.148
• Hs Code.: 2933990090
• Mol file: 141290-59-7.mol

Synonyms:Indazole-6-carbonitrile;NSC 144989

Chemical Property of 1H-Indazole-6-carbonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 128-135 °C
• Boiling Point: 370.312°C at 760 mmHg
• PKA: 11.61±0.40(Predicted)
• Flash Point: 126.669°C
• PSA: 52.47000
• Density: 1.34g/cm³
• LogP: 1.43458
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

1H-Indazole-6-carbonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Indazole-6-carbonitrile

There total 4 articles about 1H-Indazole-6-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: 53.0%

5-cyano-2-methylaniline (60710-80-7) → 1H-indazole-6-carbonitrile (141290-59-7)

Guidance literature:

5-cyano-2-methylaniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.5h;

With sodium tetrafluoroborate; In water; at 0 ℃; for 0.666667h;

With potassium acetate; In chloroform; at 20 ℃; for 4h;

DOI:10.1016/j.bmc.2015.02.004

Reference yield:

6-bromo-1H-indazole (79762-54-2) + zinc(II) cyanide (557-21-1) → 1H-indazole-6-carbonitrile (141290-59-7)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; N,N,N,N,-tetramethylethylenediamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 160 ℃; for 0.0833333h; Microwave irradiation;

Reference yield:

5-cyano-2-methylbenzenediazonium tetrafluoroborate → 1H-indazole-6-carbonitrile (141290-59-7)

Guidance literature:

With potassium acetate; 18-crown-6 ether; In chloroform; at 23 ℃; for 20h;

upstream raw materials:

3-amino-6-cyanoindazole

5-cyano-2-methylaniline

6-bromo-1H-indazole

zinc(II) cyanide

Downstream raw materials:

methyl 6-cyano-1H-indazole-3-carboxylate

6-(methylamino)indazole

(1H-indazol-6-yl)methanamine

3-(4-methoxyphenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbonitrile

Refernces

• 1、 Song, Pinrao,Chen, Ming,Ma, Xiaodong,Xu, Lei,Liu, Tao,Zhou, Yubo,Hu, Yongzhou. "Identification of novel inhibitors of Aurora A with a 3-(pyrrolopyridin-2-yl)indazole scaffold". . p. 1858 - 1868. Retrieved 2015/03/18.
• 2、 -. "HETERO COMPOUND". Page/Page column 24. . Retrieved 2009/01/24.