3H-pyrrolo[3,2-f]quinoline

Base Information

• Chemical Name: 3H-pyrrolo[3,2-f]quinoline
• CAS No.: 232-85-9
• Molecular Formula: C₁₁H₈N₂
• Molecular Weight: 168.198
• DSSTox Substance ID: DTXSID60358630
• Wikidata: Q82139345
• Mol file: 232-85-9.mol

Synonyms:3H-pyrrolo[3,2-f]quinoline;232-85-9;pyrrolo[3,2-f]quinoline;DTXSID60358630

Chemical Property of 3H-pyrrolo[3,2-f]quinoline

Chemical Property:

• PSA: 28.68000
• LogP: 2.71610
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 168.068748264
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

3H-PYRROLO[3,2-F]QUINOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC3=C2C=CN3)N=C1

Technology Process of 3H-pyrrolo[3,2-f]quinoline

There total 5 articles about 3H-pyrrolo[3,2-f]quinoline 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: 90.0%

9-chloro-3H-pyrrolo[3,2-f]quinoline (288570-10-5) → 3H-pyrrolo<3,2-f>quinoline (232-85-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 40 ℃; for 2h; under 760 Torr;

DOI:10.1016/S0223-5234(02)01355-7

Reference yield: 79.0%

(6-Nitro-5-quinolinyl)acetonitrile (105199-28-8) → 3H-pyrrolo<3,2-f>quinoline (232-85-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; acetic acid; at 20 ℃; under 2585.74 Torr;

Reference yield:

6-nitroquinoline (613-50-3) → 3H-pyrrolo<3,2-f>quinoline (232-85-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / potassium tert-butoxide / tetrahydrofuran / 0.42 h / -10 °C

2: 79 percent / hydrogen / 10 percent palladium on carbon / aq. ethanol; acetic acid / 20 °C / 2585.74 Torr

With potassium tert-butylate; hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol; acetic acid;

upstream raw materials:

2-quinolin-6-ylhydrazono-propionic acid ethyl ester

9-chloro-3H-pyrrolo[3,2-f]quinoline

(6-Nitro-5-quinolinyl)acetonitrile

6-nitroquinoline

Refernces

• 1、 Ferlin,Gatto,Chiarelotto,Palumbo. "Novel pyrrolo[3,2-f]quinolines: Synthesis and antiproliferative activity". . p. 1843 - 1848. Retrieved 2001.