7-Azaindole

Base Information

• Chemical Name: 7-Azaindole
• CAS No.: 271-63-6
• Molecular Formula: C7H6N2
• Molecular Weight: 118.138
• Hs Code.: 29339990
• European Community (EC) Number: 205-981-0
• NSC Number: 77951,67063
• UNII: QX4465NR9T
• DSSTox Substance ID: DTXSID3075046
• Nikkaji Number: J49.676F
• Wikipedia: 7-azaindole
• Wikidata: Q27287542
• ChEMBL ID: CHEMBL389685
• Mol file: 271-63-6.mol

Synonyms:7-azaindole;7-azaindole dimer

Chemical Property of 7-Azaindole

Chemical Property:

• Appearance/Colour: brown-cyrstalline solid
• Vapor Pressure: 0.0094mmHg at 25°C
• Melting Point: 105-107 °C(lit.)
• Refractive Index: 1.696
• Boiling Point: 273.8 °C at 760 mmHg
• PKA: 7.69±0.20(Predicted)
• Flash Point: 124.8 °C
• PSA: 28.68000
• Density: 1.242 g/cm³
• LogP: 1.56290
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 118.053098200
• Heavy Atom Count: 9
• Complexity: 103

Purity/Quality:

98% ^*data from raw suppliers

7-Azaindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36-41-37/38-22
• Safety Statements: 39-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(NC=C2)N=C1
• Uses: 7-Azaindole is imidazolinone derivatives as CGRP receptor antagonists used in the treatment.A heterocyclic molecule that can be utilized as a pharmaceutical building block.Starting material in a recent synthesis of azaserotonin.

Technology Process of 7-Azaindole

There total 50 articles about 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: 100.0%

tert-butyl (3-methylpyridin-2-yl)carbamate (138343-75-6) → 7-Azaindole (271-63-6)

Guidance literature:

tert-butyl (3-methylpyridin-2-yl)carbamate; With n-butyllithium; N,N-dimethyl-formamide; In tetrahydrofuran; at 0 ℃;

With hydrogenchloride; In tetrahydrofuran; water; at 50 ℃;

DOI:10.1021/ol900150u

Reference yield: 100.0%

1-(tert-butoxycarbonyl)-1H-pyrrolo<2,3-b>pyridine (138343-77-8) → 7-Azaindole (271-63-6)

Guidance literature:

With sodium carbonate; In 1,2-dimethoxyethane; water; for 20h; Heating;

DOI:10.1016/j.tetlet.2006.09.129

Reference yield: 99.1%

methyl bromide (74-83-9) + tert-butyl (3-methylpyridin-2-yl)carbamate (138343-75-6) → 7-Azaindole (271-63-6)

Guidance literature:

methyl bromide; tert-butyl (3-methylpyridin-2-yl)carbamate; In diethyl ether; at 0 ℃; for 4h;

With N,N-dimethyl-formamide; In diethyl ether; at 0 ℃; for 0.5h; Concentration;

upstream raw materials:

N-(3-methyl-2-pyridinyl)formamide

1H-pyrrolo[2,3-b]pyridine-3,6-dicarboxylic acid

oxirane

3-bromo-1H-pyrrolo[2,3-b]pyridine

Downstream raw materials:

1-(2-hydroxyethyl)-7-azaindole

1-(1H-pyrrolo[2,3-b]pyridin-1-yl)ethanone

N₇-benzyl-7-azaindole

1-benzyl-1H-pyrrolo[2,3-b]-pyridine

Refernces

• 1、 Lim, Hyeongtaek,Park, Sun-Young,Jang, Du-Jeon. "Excited-state double proton transfer of 7-azaindole dimers in a low-temperature organic glass". . p. 766 - 771. Retrieved 2011.
• 2、 Park, Sun-Young,Jeong, Hyeok,Jang, Du-Jeon. "Anomalously slow proton transport of a water molecule". . p. 6023 - 6031. Retrieved 2011.
• 3、 Laha, Joydev K.,Gupta, Pankaj. "Sulfoxylate Anion Radical-Induced Aryl Radical Generation and Intramolecular Arylation for the Synthesis of Biarylsultams". supporting information. p. 4204 - 4214. Retrieved 2022/03/16.
• 4、 An, Ju Hyeon,Kim, Kyu Dong,Lee, Jun Hee. "Highly Chemoselective Deoxygenation of N-Heterocyclic N-Oxides Using Hantzsch Esters as Mild Reducing Agents". supporting information. p. 2876 - 2894. Retrieved 2021/02/01.