1H-Indazole-3-acetonitrile

Base Information

• Chemical Name: 1H-Indazole-3-acetonitrile
• CAS No.: 101714-15-2
• Molecular Formula: C9H7 N3
• Molecular Weight: 157.175
• Mol file: 101714-15-2.mol

Synonyms:1H-Indazole-3-acetonitrile

Chemical Property of 1H-Indazole-3-acetonitrile

Chemical Property:

• PSA: 52.47000
• LogP: 1.62898

Purity/Quality:

97% ^*data from raw suppliers

2-(1H-Indazol-3-yl)acetonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Indazole-3-acetonitrile

There total 7 articles about 1H-Indazole-3-acetonitrile 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: 64.0%

benzimidazole (271-44-3) + 2-aminoacetonitrile hydrochloride (6011-14-9) → 2-(1H-indazol-3-yl)acetonitrile (101714-15-2)

Guidance literature:

2-aminoacetonitrile hydrochloride; With sodium nitrite; In water; at 55 ℃;

benzimidazole; With meso-tetraphenylporphyrin iron(III) chloride; In dichloromethane; water; at 20 ℃; for 2.16h; Inert atmosphere;

DOI:10.1002/anie.201813631

Reference yield: 60.0%

potassium cyanide + 1H-indazole-3-carboxaldehyde (5235-10-9) → 2-(1H-indazol-3-yl)acetonitrile (101714-15-2)

Guidance literature:

1H-indazole-3-carboxaldehyde; With sodium tetrahydroborate; In methanol; formamide; at 20 ℃; for 0.25h;

potassium cyanide; In methanol; formamide; at 55 ℃; for 16h;

DOI:10.1016/j.ejmech.2018.07.011

Reference yield: 60.0%

→ 2-(1H-indazol-3-yl)acetonitrile (101714-15-2)

Guidance literature:

With methanol; sodium tetrahydroborate; formamide; at 20 ℃; for 0.25h;

In methanol; at 54 ℃; for 16h;

upstream raw materials:

potassium cyanide

3-chloromethyl-1⁽²⁾H-indazole; hydrochloride

sodium cyanide

2-methyl-2-propanyl 3-(bromomethyl)-1H-indazole-1-carboxylate

Downstream raw materials:

2-(1H-indazol-3-yl)acetic acid

methyl 1H-Indazole-3-ylacetate

2-(1H-indazol-3-yl)ethanamine

Refernces

• 1、 Hock, Katharina J.,Knorrscheidt, Anja,Hommelsheim, Renè,Ho, Junming,Weissenborn, Martin J.,Koenigs, Rene M.. "Tryptamine Synthesis by Iron Porphyrin Catalyzed C?H Functionalization of Indoles with Diazoacetonitrile". supporting information. p. 3630 - 3634. Retrieved 2019/02/13.
• 2、 Gomez, Robert,Jolly, Samson,Williams, Theresa,Tucker, Thomas,Tynebor, Robert,Vacca, Joe,McGaughey, Georgia,Lai, Ming-Tain,Felock, Peter,Munshi, Vandna,Destefano, Daniel,Touch, Sinoeun,Miller, Mike,Yan, Youwei,Sanchez, Rosa,Liang, Yuexia,Paton, Brenda,Wan, Bang-Lin,Anthony, Neville. "Design and synthesis of pyridone inhibitors of non-nucleoside reverse transcriptase". scheme or table. p. 7344 - 7350. Retrieved 2012/02/04.