6-Azaindole-3-carboxaldehyde

Base Information

• Chemical Name: 6-Azaindole-3-carboxaldehyde
• CAS No.: 25957-65-7
• Molecular Formula: C8H6N2O
• Molecular Weight: 146.146
• Hs Code.: 2933998090
• Mol file: 25957-65-7.mol

Synonyms:1H-Pyrrolo[2,3-c]pyridine-2-carbaldehyde;

Chemical Property of 6-Azaindole-3-carboxaldehyde

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.747
• Boiling Point: 383.175 °C at 760 mmHg
• PKA: 13.16±0.40(Predicted)
• Flash Point: 188.64 °C
• PSA: 45.75000
• Density: 1.369 g/cm³
• LogP: 1.37540
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

1H-Pyrrolo[2,3-c]pyridine-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-Azaindole-3-carboxaldehyde

There total 2 articles about 6-Azaindole-3-carboxaldehyde 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: 32.0%

6-azaindole (271-29-4) + hexamethylenetetramine (100-97-0) → 1H-pyrrolo[2,3-c]pyridine-3-carbaldehyde (25957-65-7)

Guidance literature:

With acetic acid; In water; at 120 ℃; for 6h; Inert atmosphere;

DOI:10.1021/jm3001289

Reference yield:

6-azaindole (271-29-4) + Dichloromethyl methyl ether (4885-02-3) → 1H-pyrrolo[2,3-c]pyridine-3-carbaldehyde (25957-65-7)

Guidance literature:

With aluminum (III) chloride; In nitromethane; 1,2-dichloro-ethane; at 0 ℃; for 1h; Inert atmosphere;

Reference yield:

1H-pyrrolo[2,3-c]pyridine-3-carbaldehyde (25957-65-7) → 2-((3-methoxyphenyl)amino)-2-phenyl-1-(1H-pyrrolo[2,3-c]pyridin-3-yl)ethanone (1428969-60-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap / acetonitrile / 20 °C

2: triethylamine; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride / ethanol / 48 h / 70 °C / Sealed tube

With dmap; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; triethylamine; In ethanol; acetonitrile;

upstream raw materials:

6-azaindole

hexamethylenetetramine

Dichloromethyl methyl ether

Downstream raw materials:

2-((3-methoxyphenyl)amino)-2-phenyl-1-(1H-pyrrolo[2,3-c]pyridin-3-yl)ethanone

Refernces

• 1、 Nakano, Hirofumi,Saito, Nae,Parker, Lorien,Tada, Yukio,Abe, Masanao,Tsuganezawa, Keiko,Yokoyama, Shigeyuki,Tanaka, Akiko,Kojima, Hirotatsu,Okabe, Takayoshi,Nagano, Tetsuo. "Rational evolution of a novel type of potent and selective proviral integration site in moloney murine leukemia virus kinase 1 (PIM1) inhibitor from a screening-hit compound". experimental part. p. 5151 - 5164. Retrieved 2012/08/29.