3-(1H-pyrrol-1-yl)pyridine

Base Information

• Chemical Name: 3-(1H-pyrrol-1-yl)pyridine
• CAS No.: 72692-99-0
• Molecular Formula: C₉H₈N₂
• Molecular Weight: 144.176
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40353067
• Nikkaji Number: J2.361.362J
• Wikidata: Q82130512
• Mol file: 72692-99-0.mol

Synonyms:3-(1H-pyrrol-1-yl)pyridine;72692-99-0;3-pyrrol-1-ylpyridine;SCHEMBL5832873;DTXSID40353067;CHEBI:194813;BBL022299;MFCD00050084;STK895526;AKOS000285777;SB62532;VS-07180;3-(1H-Pyrrol-1-yl)pyridine, AldrichCPR;CS-0206854;FT-0613501;A918233

Chemical Property of 3-(1H-pyrrol-1-yl)pyridine

Chemical Property:

• Vapor Pressure: 0.0168mmHg at 25°C
• Refractive Index: 1.591
• Boiling Point: 263.4 °C at 760 mmHg
• Flash Point: 113.1 °C
• PSA: 17.82000
• Density: 1.06 g/cm³
• LogP: 1.87230
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 144.068748264
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

98%min ^*data from raw suppliers

3-(1H-Pyrrol-1-yl)pyridine ^*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=CN(C=C1)C2=CN=CC=C2

Technology Process of 3-(1H-pyrrol-1-yl)pyridine

There total 6 articles about 3-(1H-pyrrol-1-yl)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: 94.0%

3-Bromopyridine (626-55-1,163928-56-1) + pyrrole (109-97-7,30604-81-0) → 3-(1H-pyrrol-1-yl)pyridine (72692-99-0)

Guidance literature:

With copper(I) oxide; potassium phosphate; N¹,N²-bis(furan-2-ylmethyl)oxalamide; In dimethyl sulfoxide; at 120 ℃; for 24h;

DOI:10.1002/adsc.201700026

Reference yield: 92.0%

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + pyridin-3-ylamine (462-08-8) → 3-(1H-pyrrol-1-yl)pyridine (72692-99-0)

Guidance literature:

With acetic acid; for 12h; Reflux;

DOI:10.1007/s10593-011-0890-1

Reference yield: 85.0%

3-iodopyridine (1120-90-7) + pyrrole (109-97-7,30604-81-0) → 3-(1H-pyrrol-1-yl)pyridine (72692-99-0)

Guidance literature:

With copper(I) oxide; caesium carbonate; In dimethyl sulfoxide; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tet.2013.06.095

upstream raw materials:

pyridin-3-ylamine

meso-galactaric acid

3-Bromopyridine

pyrrole

Downstream raw materials:

3-(pyrrolidin-1-yl)piperidine

3-(pyrrolidin-3-yl)pyridine

Refernces

• 1、 Khammas,Yolacan,Aydogan. "Solvent Free Synthesis of N-Substituted Pyrrole Derivatives Catalyzed by Silica Sulfuric Acid". . p. 2680 - 2683. Retrieved 2019/04/04.
• 2、 Messaoud, Mohamed Yacine Ameur,Bentabed-Ababsa, Ghenia,Hedidi, Madani,Derdour, A?cha,Chevallier, Floris,Halauko, Yury S.,Ivashkevich, Oleg A.,Matulis, Vadim E.,Picot, Laurent,Thiéry, Valérie,Roisnel, Thierry,Dorcet, Vincent,Mongin, Florence. "Deproto-metallation of N-arylated pyrroles and indoles using a mixed lithium-zinc base and regioselectivity-computed CH acidity relationship". supporting information. p. 1475 - 1485. Retrieved 2016/04/19.