5H-Pyrazino[2,3-b]indole

Base Information

• Chemical Name: 5H-Pyrazino[2,3-b]indole
• CAS No.: 245-10-3
• Molecular Formula: C10H7N3
• Molecular Weight: 169.186
• DSSTox Substance ID: DTXSID50446752
• Nikkaji Number: J998.288D
• Wikidata: Q82265468
• Mol file: 245-10-3.mol

Synonyms:5H-Pyrazino[2,3-b]indole;245-10-3;indolopyrazine;1h-pyrazino[2,3-b]indole;SCHEMBL10440555;DTXSID50446752;AMY16195;AKOS025149669;FT-0731965;F14437

Chemical Property of 5H-Pyrazino[2,3-b]indole

Chemical Property:

• Melting Point: 241-243 °C
• Boiling Point: 380.3±22.0 °C(Predicted)
• PKA: 12.73±0.40(Predicted)
• PSA: 41.57000
• Density: 1.381±0.06 g/cm3(Predicted)
• LogP: 2.11110
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 169.063997236
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

98%min ^*data from raw suppliers

5H-Pyrazino[2,3-b]indole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=NC=CN=C3N2

Technology Process of 5H-Pyrazino[2,3-b]indole

There total 22 articles about 5H-Pyrazino[2,3-b]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: 91.0%

5-(phenylsulfonyl)-5H-pyrazino[2,3-b]indole → 5H-pyrazino[2,3-b]indole (245-10-3)

Guidance literature:

With potassium carbonate; In methanol; water; for 0.5h; Inert atmosphere; Reflux;

DOI:10.1021/acs.joc.6b02318

Reference yield: 80.0%

5H-piperazino[2,3-b]indole (94350-85-3) → 5H-pyrazino[2,3-b]indole (245-10-3)

Guidance literature:

With methanol; In ethyl acetate; at 20 ℃; for 144h;

DOI:10.3987/com-01-9181

Reference yield: 72.0%

2?-bromo-N-acetylindoxyl (132993-66-9) + ethylenediamine (107-15-3,85404-18-8) → 5H-pyrazino[2,3-b]indole (245-10-3) + 5H-piperazino[2,3-b]indole (94350-85-3)

Guidance literature:

In 1,4-dioxane; at 20 ℃; for 5h;

DOI:10.3987/com-01-9181

upstream raw materials:

2-piperidino 3-oxo 3H-indole

ethylenediamine

3-(2-Amino-phenyl)-1H-pyrazin-2-one

acetyl-1H-3-indolyle trifluoromethanesulfonate

Refernces

• 1、 Ho, Tuan H.,Nguyen, Tung T.,Phan, Nam T. S.,Phan, Nhu T. A.,Tran, Loan T.. "Sulfur-mediated annulation of 1,2-phenylenediamines towards benzofuro- A nd benzothieno-quinoxalines". . p. 5652 - 5659. Retrieved 2020.
• 2、 Tapolcsányi, Pál,Krajsovszky, Gábor,Andó, Rómeó,Lipcsey, Péter,Horváth, Gyula,Mátyus, Péter,Riedl, Zsuzsanna,Hajós, Gy?rgy,Maes, Bert U. W.,Lemière, Guy L. F.. "Synthesis of some diazino-fused tricyclic systems via Suzuki cross-coupling and regioselective nitrene insertion reactions". . p. 10137 - 10143. Retrieved 2007/10/03.