3-Acetyl-6-Methyl-7-azaindole

Base Information

• Chemical Name: 3-Acetyl-6-Methyl-7-azaindole
• CAS No.: 1399849-64-9
• Molecular Formula: C10H10N2O
• Molecular Weight: 174.1992
• Mol file: 1399849-64-9.mol

Synonyms:3-Acetyl-6-Methyl-7-azaindole

Chemical Property of 3-Acetyl-6-Methyl-7-azaindole

Chemical Property:

• PKA: 12.61±0.40(Predicted)
• Density: 1.219±0.06 g/cm3(Predicted)

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Acetyl-6-Methyl-7-azaindole

There total 7 articles about 3-Acetyl-6-Methyl-7-azaindole 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: 30.0%

acetyl chloride (75-36-5) + 6-methyl-1H-pyrrolo<2,3-b>pyridine (824-51-1) → 1-(6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone (1399849-64-9)

Guidance literature:

6-methyl-1H-pyrrolo<2,3-b>pyridine; With aluminum (III) chloride; In dichloromethane; at 20 ℃; for 0.5h;

acetyl chloride; In dichloromethane; at 20 ℃; for 12h;

With sodium hydroxide; In water; pH=5;

DOI:10.1016/j.ejmech.2019.03.003

Reference yield:

6-chloro-7-azaindole (55052-27-2) → 1-(6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone (1399849-64-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran / 8 h / 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 48 h / Inert atmosphere; Reflux

3.1: sodium hydroxide / ethanol / 10 h / Reflux

4.1: aluminum (III) chloride / dichloromethane / 0.5 h / 20 °C

4.2: 12 h / 20 °C

4.3: pH 5

With aluminum (III) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;

DOI:10.1016/j.ejmech.2019.03.003

Reference yield:

7-Azaindole (271-63-6) → 1-(6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone (1399849-64-9)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 3-chloro-benzenecarboperoxoic acid / ethyl acetate / 2 h / 20 °C

2.1: 1,1,1,3,3,3-hexamethyl-disilazane / toluene / 2 h / 20 °C / Inert atmosphere

3.1: sodium hydroxide / methanol / 20 °C / Inert atmosphere

4.1: sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran / 8 h / 20 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 48 h / Inert atmosphere; Reflux

6.1: sodium hydroxide / ethanol / 10 h / Reflux

7.1: aluminum (III) chloride / dichloromethane / 0.5 h / 20 °C

7.2: 12 h / 20 °C

7.3: pH 5

With aluminum (III) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra(n-butyl)ammonium hydrogensulfate; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; ethyl acetate; toluene;

DOI:10.1016/j.ejmech.2019.03.003

upstream raw materials:

acetyl chloride

6-methyl-1H-pyrrolo<2,3-b>pyridine

6-chloro-7-azaindole

7-Azaindole

Refernces

• 1、 -. "NOVEL RENIN INHIBITOR". Paragraph 0278; 0279; 0280. . Retrieved 2015/09/22.