2-(pyridin-4-yl)-1H-indole

Base Information

• Chemical Name: 2-(pyridin-4-yl)-1H-indole
• CAS No.: 21182-07-0
• Molecular Formula: C13H10N2
• Molecular Weight: 194.236
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90378023
• Nikkaji Number: J974.612I
• Wikidata: Q82167460
• Mol file: 21182-07-0.mol

Synonyms:2-(pyridin-4-yl)-1H-indole;21182-07-0;2-pyridin-4-yl-1H-indole;4-(1H-Indol-2-yl)pyridine;2-(4-pyridyl) indole;2-Aminoethylammoniumchloride;2-(4-Pyridyl)-1H-indole;SCHEMBL2062264;DTXSID90378023;VYNRDXHIIRNEKU-UHFFFAOYSA-N;WAA18207;BBL020575;MFCD04966830;STK893264;AKOS001476010;PS-11207;EN300-55278;Z826530090

Chemical Property of 2-(pyridin-4-yl)-1H-indole

Chemical Property:

• Vapor Pressure: 2.1E-06mmHg at 25°C
• Boiling Point: 405.1°Cat760mmHg
• Flash Point: 184.4°C
• PSA: 28.68000
• Density: 1.211g/cm³
• LogP: 3.22990
• Sensitive.: Light Sensitive
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 194.084398327
• Heavy Atom Count: 15
• Complexity: 211

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-(pyridin-4-yl)-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(N2)C3=CC=NC=C3

Technology Process of 2-(pyridin-4-yl)-1H-indole

There total 9 articles about 2-(pyridin-4-yl)-1H-indole 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: 88.0%

methyl (4-pyridyl) ketone (1122-54-9) + 2-iodophenylamine (615-43-0) → 2-(pyridin-4-yl)-1H-indole (21182-07-0)

Guidance literature:

With bathophenanthroline; potassium tert-butylate; In dimethyl sulfoxide; at 60 ℃; for 8h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.1c00003

Reference yield: 86.0%

methyl (4-pyridyl) ketone (1122-54-9) + o-chloroaniline (95-51-2) → 2-(pyridin-4-yl)-1H-indole (21182-07-0)

Guidance literature:

With [(IPr)Pd(acac)Cl]; potassium tert-butylate; magnesium sulfate; In toluene; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1002/aoc.1793

Reference yield: 73.0%

4-(Indolyl-(2))-1-methyl-pyridiniumiodid (29944-58-9) → 2-(pyridin-4-yl)-1H-indole (21182-07-0) + 1-methyl-2-hydroxy-4-(2-indolyl)-1,2-dihydropyridine

Guidance literature:

With methylammonium sulfite; methylamine; In water; at 150 ℃; for 40h; sealed ampoule;

DOI:10.1007/BF00553695

upstream raw materials:

(E)-2-phenyl-1-(1-(pyridin-4-yl)ethylidene)hydrazine

4-(Indolyl-⁽²⁾)-1-methyl-pyridiniumiodid

methyl (4-pyridyl) ketone

2-iodophenylamine

Downstream raw materials:

2-(4-pyridyl)indole-3-carboxaldehyde

C₂₃H₂₀N₂O₄

2-(pyridin-4-yl)-3-[(3',4',5'-trimethoxyphenyl)thio]-1H-indole

4-indol-2-yl-1-(3-trimethylammonio-propyl)-pyridinium; dibromide

Refernces

• 1、 Chung, Hyunho,Kim, Jeongyun,Gonzalez-Montiel, Gisela A.,Cheong, Paul Ha-Yeon,Lee, Hong Geun. "Modular counter-Fischer?indole synthesis through radical-enolate coupling". supporting information. p. 1096 - 1102. Retrieved 2021/01/26.
• 2、 -. "Synthetic method of 2-substituted indoles compounds". Paragraph 0010; 0035-0037; 0041; 0043; 0052. . Retrieved 2019/05/02.