2-Chloro-4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine

Base Information

• Chemical Name: 2-Chloro-4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine
• CAS No.: 132813-14-0
• Molecular Formula: C17H17ClFN
• Molecular Weight: 289.78
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50567072
• Nikkaji Number: J2.259.395A
• Wikidata: Q72451200
• Mol file: 132813-14-0.mol

Synonyms:2-Chloro-4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine;132813-14-0;Cycloocta[b]pyridine, 2-chloro-4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydro-;C17H17ClFN;2-Chloro-4-(4-fluoro-phenyl)-5,6,7,8,9,10-hexahydro-cycloocta[b]pyridine;SCHEMBL7336033;AMY8693;DTXSID50567072;MFCD09955376;AKOS015907070;AC-24567;DS-18422;CS-0155297;A847851;2-Chloro-4-(4-fluorophenyl)-5 pound not6 pound not7 pound not8 pound not9 pound not10-hexahydrocycloocta[b]pyridine

Chemical Property of 2-Chloro-4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine

Chemical Property:

• Vapor Pressure: 1.05E-06mmHg at 25°C
• Refractive Index: 1.561
• Boiling Point: 414.7 °C at 760 mmHg
• PKA: 1.49±0.20(Predicted)
• Flash Point: 204.6 °C
• PSA: 12.89000
• Density: 1.175 g/cm³
• LogP: 5.20010
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 289.1033554
• Heavy Atom Count: 20
• Complexity: 303

Purity/Quality:

99%, ^*data from raw suppliers

2-Chloro-4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCC2=C(CC1)C(=CC(=N2)Cl)C3=CC=C(C=C3)F
• Uses: 2-Chloro-4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine is an intermediate in the synthesis of Blonanserin (B595850), a 5-HT2 serotonin receptor and D2 dopamine receptor antagonist, used as an antipsychotic.

Technology Process of 2-Chloro-4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine

There total 5 articles about 2-Chloro-4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine 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: 95.0%

4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydrocyclooctane[b]pyridine-(1H)-ketone (132812-72-7) → 2-chloro-4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine (132813-14-0)

Guidance literature:

With trichlorophosphate;

DOI:10.1016/j.bmcl.2004.12.028

Reference yield:

cycloactanone (502-49-8) → 2-chloro-4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine (132813-14-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / PPA / Heating

2: 95 percent / POCl₃

With trichlorophosphate;

DOI:10.1016/j.bmcl.2004.12.028

Reference yield:

3-(4-fluorophenyl)-3-oxopropionitrile (4640-67-9) → 2-chloro-4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine (132813-14-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / PPA / Heating

2: 95 percent / POCl₃

With trichlorophosphate;

DOI:10.1016/j.bmcl.2004.12.028

upstream raw materials:

4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydrocyclooctane[b]pyridine-(1H)-ketone

cycloactanone

3-(4-fluorophenyl)-3-oxopropionitrile

3-(4-fluorophenyl)-3-oxopropanamide

Downstream raw materials:

2-chloro-4-(4-fluoro-phenyl)-5,6,7,8,9,10-hexahydro-cycloocta[b]pyridine 1-oxide

2,10-dichloro-4-(4-fluoro-phenyl)-5,6,7,8,9,10-hexahydro-cycloocta[b]pyridine

Refernces

• 1、 -. "METHOD OF PRODUCING BLONANSERIN". Paragraph 0136-0138. . Retrieved 2018/05/03.
• 2、 -. "In the preparation method of the midbody blonanserin (by machine translation)". Paragraph 0026; 0027; 0028; 0029. . Retrieved 2016/11/02.