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

Base Information

• Chemical Name: 1H-pyrrolo[3,2-b]pyridine
• CAS No.: 272-49-1
• Molecular Formula: C7H6N2
• Molecular Weight: 118.138
• Hs Code.: 29339980
• European Community (EC) Number: 674-574-1
• DSSTox Substance ID: DTXSID00181666
• Nikkaji Number: J2.252.650B,J72.955H
• Wikidata: Q27454752
• Mol file: 272-49-1.mol

Synonyms:4-azaindole

Chemical Property of 1H-pyrrolo[3,2-b]pyridine

Chemical Property:

• Appearance/Colour: White to off-white crystalline powder
• Vapor Pressure: 0.009mmHg at 25°C
• Melting Point: 126-127 °C
• Refractive Index: 1.697
• Boiling Point: 273.782 °C at 760 mmHg
• PKA: 14.66±0.30(Predicted)
• Flash Point: 124.839 °C
• PSA: 28.68000
• Density: 1.242 g/cm³
• LogP: 1.56290
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Soluble in methanol and chloroform. Slightly soluble in water.
• XLogP3: 1.1
• 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

4-Azaindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CN2)N=C1
• Uses: 4-Azaindole is used a reagent for the creation of complex molecules. When combined with a bisalkoxyalkyl spacer, they can be used to target melatonin MT 1 receptors over MT 2 receptors. It is an important raw material and intermediate used in organic synthesis agrochemical, pharmaceutical and dyestuff field.

Technology Process of 1H-pyrrolo[3,2-b]pyridine

There total 29 articles about 1H-pyrrolo[3,2-b]pyridine 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%

1-(1H-pyrrolo[3,2-b]pyridin-1-yl)ethanone (24509-73-7) → 1H-pyrrolo[3,2-b]pyridine (272-49-1)

Guidance literature:

With potassium carbonate; In methanol;

DOI:10.1021/ol900150u

Reference yield: 97.0%

2-((trimethylsilyl)ethynyl)pyridin-3-amine (947330-64-5) → 1H-pyrrolo[3,2-b]pyridine (272-49-1)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; acetonitrile; at 20 ℃; for 2h;

Reference yield: 95.0%

2-(3-nitro-2-pyridinyl)-N,N-dimethyletheneamine (65156-92-5,343569-94-8) → 1H-pyrrolo[3,2-b]pyridine (272-49-1)

Guidance literature:

With hydrogen; palladium on activated charcoal;

upstream raw materials:

N-(2-methyl-[3]pyridyl)-formamide

potassium ethoxide

2-chloro-3-aminopyridine

acetaldehyde

Downstream raw materials:

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

3-(4-azaindol-3-yl)-4-(3,4,5-trimethoxyphenyl)-1H-pyrrol-2,5-dione

3-Carbethoxymethyl-4-aza-indol

1-H-pyrrolo[3,2-b]pyridine-3-yl acetic acid

Refernces

• 1、 Azimov,Yakhontov. "-". . . Retrieved 1977.
• 2、 -. "BICYCLIC DIAMINES AS JANUS KINASE INHIBITORS". Paragraph 0094. . Retrieved 2019/01/04.
• 3、 Carbone,Pennati,Barraja,Montalbano,Parrino,Spanò,Lopergolo,Sbarra,Doldi,Zaffaroni,Cirrincione,Diana. "Synthesis and antiproliferative activity of substituted 3[2-(1h-indol-3-yl)- 1,3-thiazol-4-yl]-1h-pyrrolo[3,2-b]pyridines, marine alkaloid nortopsentin analogues". . p. 1654 - 1666. Retrieved 2014/05/20.