4-Chloro-7-fluoropyrrolo[1,2-a]quinoxaline

Base Information

• Chemical Name: 4-Chloro-7-fluoropyrrolo[1,2-a]quinoxaline
• CAS No.: 136773-69-8
• Molecular Formula: C11H6ClFN2
• Molecular Weight: 220.633
• DSSTox Substance ID: DTXSID60568777
• Wikidata: Q82455131
• Mol file: 136773-69-8.mol

Synonyms:4-Chloro-7-fluoropyrrolo[1,2-a]quinoxaline;136773-69-8;4-Chloro-7-fluoro-pyrrolo[1,2-a]quinoxaline;Pyrrolo[1,2-a]quinoxaline, 4-chloro-7-fluoro-;SCHEMBL1079670;DTXSID60568777;MFCD09835554;AKOS024260922;SB33058;AS-47430;CS-0108928;F13703;J-006907

Chemical Property of 4-Chloro-7-fluoropyrrolo[1,2-a]quinoxaline

Chemical Property:

• Refractive Index: 1.675
• Boiling Point: 309.8 °C at 760 mmHg
• PKA: -2.37±0.30(Predicted)
• Flash Point: 141.2 °C
• PSA: 17.30000
• Density: 1.45 g/cm³
• LogP: 3.28000
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO, Ethyl Acetate, Methanol
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 220.0203541
• Heavy Atom Count: 15
• Complexity: 251

Purity/Quality:

98%Min ^*data from raw suppliers

4-Chloro-7-fluoropyrrolo[1,2-a]quinoxaline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN2C3=C(C=C(C=C3)F)N=C(C2=C1)Cl
• Uses: 4-Chloro-7-fluoropyrrolo[1,2-a]quinoxaline (cas# 136773-69-8) is a compound useful in organic synthesis.

Technology Process of 4-Chloro-7-fluoropyrrolo[1,2-a]quinoxaline

There total 4 articles about 4-Chloro-7-fluoropyrrolo[1,2-a]quinoxaline 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: 87.0%

7-fluoropyrrolo<1,2-a>quinoxalin-4(5H)-one (136773-67-6) → 7-fluoro-4-chloropyrrolo[1,2-a]quinoxaline (136773-69-8)

Guidance literature:

With trichlorophosphate; at 130 ℃; for 3.5h;

DOI:10.1080/00397919108021054

Reference yield:

2,4-difluorophenylamine (367-25-9,76563-56-9) → 7-fluoro-4-chloropyrrolo[1,2-a]quinoxaline (136773-69-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 72 percent / glacial acetic acid / 1 h / 115 °C

3: 83 percent / KOH / 2-methyl-propan-2-ol / 2 h / 80 °C

4: 87 percent / POCl₃ / 3.5 h / 130 °C

With potassium hydroxide; acetic acid; trichlorophosphate; In tert-butyl alcohol;

DOI:10.1080/00397919108021054

Reference yield:

1-(2,4-difluorophenyl)-1H-pyrrole (125126-63-8) → 7-fluoro-4-chloropyrrolo[1,2-a]quinoxaline (136773-69-8)

Guidance literature:

Multi-step reaction with 3 steps

2: 83 percent / KOH / 2-methyl-propan-2-ol / 2 h / 80 °C

3: 87 percent / POCl₃ / 3.5 h / 130 °C

With potassium hydroxide; trichlorophosphate; In tert-butyl alcohol;

DOI:10.1080/00397919108021054

upstream raw materials:

7-fluoropyrrolo<1,2-a>quinoxalin-4(5H)-one

2,4-difluorophenylamine

1-(2,4-difluorophenyl)-1H-pyrrole

1-(2,4-difluorophenyl)-1H-pyrrole-2-carbonitrile

Downstream raw materials:

2-(7-fluoropyrrolo[1,2-a]quinoxalin-4-yl)hydrazide-2-pyrazinecarboxylic acid hydrochloride

Refernces

• 1、 Campiani,Nacci,Corelli,Anzini. "Polycondensed heterocycles. VII. A convenient synthesis of pyrrolo[1,2-a]quinoxaline derivatives by intramolecular aromatic nucleophilic displacement". . p. 1567 - 1576. Retrieved 2007/10/02.