1H-Indazole-3-ethanamine

Base Information

• Chemical Name: 1H-Indazole-3-ethanamine
• CAS No.: 6814-68-2
• Molecular Formula: C9H11N3
• Molecular Weight: 161.206
• Hs Code.: 2933990090
• Mol file: 6814-68-2.mol

Synonyms:1H-Indazole,3-(2-aminoethyl)- (6CI,7CI,8CI);2-(1H-Indazol-3-yl)ethanamine;

Chemical Property of 1H-Indazole-3-ethanamine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.68
• Boiling Point: 356.139 °C at 760 mmHg
• Flash Point: 196.421 °C
• PSA: 54.70000
• Density: 1.225 g/cm³
• LogP: 1.76440
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Indazole-3-ethanamine

There total 16 articles about 1H-Indazole-3-ethanamine 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: 95.0%

[2-(1H-indazol-3-yl)-ethyl]-carbamic acid butyl ester (290368-16-0) → 2-(1H-indazol-3-yl)ethanamine (6814-68-2)

Guidance literature:

With potassium hydroxide; In 1,2-dimethoxyethane; for 12h; reflux;

DOI:10.1016/S0040-4039(00)00624-9

Reference yield:

benzimidazole (271-44-3) → 2-(1H-indazol-3-yl)ethanamine (6814-68-2)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 90 percent / KOH; I₂ / dimethylformamide / 2 h / 25 °C

2.1: 88 percent / TEA / DMAP / acetonitrile / 3 h

3.1: 77 percent / Et₃N; Bu₄NI / PdCl₂(dppf) / dimethylformamide; H₂O / 2 h / 50 °C

4.1: 100 percent / NaOMe / methanol / 1 h / 25 °C

5.1: 85 percent / NaBH₄; NiCl₂*6H₂O / methanol / 6 h / 25 °C

6.1: 95 percent / NaOH 6N / tetrahydrofuran / 6 h / 25 °C

7.1: TEA / acetone / 0 °C

7.2: 95 percent / NaN₃ / acetone / 0 °C

8.1: 95 percent / 0.17 h / 115 °C

9.1: 95 percent / NaOMe / methanol / 25 °C

10.1: 95 percent / KOH 6N / 1,2-dimethoxy-ethane / 12 h / reflux

With potassium hydroxide; sodium hydroxide; sodium tetrahydroborate; TEA; iodine; sodium methylate; tetra-(n-butyl)ammonium iodide; triethylamine; nickel dichloride; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; 1.1: Iodination / 2.1: Acylation / 3.1: Substitution / 4.1: Hydrolysis / 5.1: Reduction / 6.1: Hydrolysis / 7.1: Acylation / 7.2: Acylation / 8.1: Rearrangement / 9.1: deacylation / 10.1: Hydrolysis;

DOI:10.1016/S0040-4039(00)00624-9

Reference yield:

3-iodoindazole (66607-27-0) → 2-(1H-indazol-3-yl)ethanamine (6814-68-2)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 88 percent / TEA / DMAP / acetonitrile / 3 h

2.1: 77 percent / Et₃N; Bu₄NI / PdCl₂(dppf) / dimethylformamide; H₂O / 2 h / 50 °C

3.1: 100 percent / NaOMe / methanol / 1 h / 25 °C

4.1: 85 percent / NaBH₄; NiCl₂*6H₂O / methanol / 6 h / 25 °C

5.1: 95 percent / NaOH 6N / tetrahydrofuran / 6 h / 25 °C

6.1: TEA / acetone / 0 °C

6.2: 95 percent / NaN₃ / acetone / 0 °C

7.1: 95 percent / 0.17 h / 115 °C

8.1: 95 percent / NaOMe / methanol / 25 °C

9.1: 95 percent / KOH 6N / 1,2-dimethoxy-ethane / 12 h / reflux

With potassium hydroxide; sodium hydroxide; sodium tetrahydroborate; TEA; sodium methylate; tetra-(n-butyl)ammonium iodide; triethylamine; nickel dichloride; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; 1.1: Acylation / 2.1: Substitution / 3.1: Hydrolysis / 4.1: Reduction / 5.1: Hydrolysis / 6.1: Acylation / 6.2: Acylation / 7.1: Rearrangement / 8.1: deacylation / 9.1: Hydrolysis;

DOI:10.1016/S0040-4039(00)00624-9

upstream raw materials:

N-[2-(1-acetyl-1H-indazol-3-yl)-ethyl]-acetamide

[2-(1H-indazol-3-yl)-ethyl]-carbamic acid butyl ester

benzimidazole

3-iodoindazole

Refernces