9H-Pyrrolo[1,2-a]indole

Base Information

• Chemical Name: 9H-Pyrrolo[1,2-a]indole
• CAS No.: 247-66-5
• Molecular Formula: C₁₁H₉N
• Molecular Weight: 155.199
• DSSTox Substance ID: DTXSID10574146
• Wikidata: Q82463084
• Mol file: 247-66-5.mol

Synonyms:fluorazene

Chemical Property of 9H-Pyrrolo[1,2-a]indole

Chemical Property:

• Melting Point: 88.6-89.6 °C
• Boiling Point: 60-65 °C(Press: 0.3 Torr)
• PSA: 4.93000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 2.38150
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 155.073499291
• Heavy Atom Count: 12
• Complexity: 178

Purity/Quality:

9H-Pyrrolo[1,2-a]indole 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=CC=C2N3C1=CC=C3

Technology Process of 9H-Pyrrolo[1,2-a]indole

There total 30 articles about 9H-Pyrrolo[1,2-a]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: 97.0%

1-(2-(chloromethyl)phenyl)-1H-pyrrole (101130-77-2) → 9H-pyrrolo<1,2-a>indole (247-66-5)

Guidance literature:

With palladium diacetate; triethylamine; johnphos; In benzene; at 100 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ja806897h

Reference yield: 85.0%

bis[2-(pyrrol-1-yl)benzyl] oxalate (1205611-98-8) → 9H-pyrrolo<1,2-a>indole (247-66-5)

Guidance literature:

at 750 ℃; for 0.333333h; under 0.005 Torr; Pyrolysis; Gas phase;

DOI:10.1039/b914965a

Reference yield: 83.0%

1H-pyrrolo[1,2-a]indole → 9H-pyrrolo<1,2-a>indole (247-66-5)

Guidance literature:

With silica gel; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.201103155

upstream raw materials:

1H-indol-2-ylcarboxaldehyde

vinyltriphenylphosphonium bromide

3-(2-azidobenzyl)pyridine

9H-pyrrolo-[1,2a]-indol-9-one semicarbazone

Refernces

• 1、 Xu, Shuai,Chen, Ri,Fu, Zihao,Zhou, Qi,Zhang, Yan,Wang, Jianbo. "Palladium-Catalyzed Formal [4 + 1] Annulation via Metal Carbene Migratory Insertion and C(sp2)-H Bond Functionalization". . p. 1993 - 1997. Retrieved 2017/08/14.
• 2、 Mahoney, Stuart J.,Fillion, Eric. "N-fused indolines through non-carbonyl-stabilized rhodium carbenoid C-H insertion of N-aziridinyl imines". . p. 68 - 71. Retrieved 2012/02/04.