6-(4-Acetylpiperazin-1-yl)-2-chloro-5-fluoronicotinonitrile

Base Information

• Chemical Name: 6-(4-Acetylpiperazin-1-yl)-2-chloro-5-fluoronicotinonitrile
• CAS No.: 113237-21-1
• Molecular Formula: C12H12ClFN4O
• Molecular Weight: 282.70100
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID70550047
• Wikidata: Q82429256
• Mol file: 113237-21-1.mol

Synonyms:113237-21-1;6-(4-Acetylpiperazin-1-yl)-2-chloro-5-fluoronicotinonitrile;6-(4-Acetylpiperazin-1-yl)-2-chloro-5-fluoropyridine-3-carbonitrile;DTXSID70550047;AKOS025393817;TS-00990

Chemical Property of 6-(4-Acetylpiperazin-1-yl)-2-chloro-5-fluoronicotinonitrile

Chemical Property:

• Melting Point: 166-167 °C(Solv: ethanol (64-17-5))
• Boiling Point: 507.1±50.0 °C(Predicted)
• PKA: 0.11±0.10(Predicted)
• PSA: 60.23000
• Density: 1.42±0.1 g/cm3(Predicted)
• LogP: 1.41718
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 282.0683669
• Heavy Atom Count: 19
• Complexity: 390

Purity/Quality:

98% ^*data from raw suppliers

6-(4-Acetylpiperazin-1-yl)-2-chloro-5-fluoronicotinonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N1CCN(CC1)C2=C(C=C(C(=N2)Cl)C#N)F

Technology Process of 6-(4-Acetylpiperazin-1-yl)-2-chloro-5-fluoronicotinonitrile

There total 2 articles about 6-(4-Acetylpiperazin-1-yl)-2-chloro-5-fluoronicotinonitrile 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: 81.0%

N-acetylpiperidine (13889-98-0) + 2,6-dichloro-5-fluoro-pyridine-3-carbonitrile (82671-02-1) → 6-(4-acetyl-1-piperazinyl)-2-chloro-5-fluoronicotinonitrile (113237-21-1)

Guidance literature:

With triethylamine; In acetonitrile; for 2h; Ambient temperature;

DOI:10.1248/cpb.35.2280

Reference yield:

5-fluoro-2,6-dihydroxynicotinamide (75993-41-8) → 6-(4-acetyl-1-piperazinyl)-2-chloro-5-fluoronicotinonitrile (113237-21-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / PCl₅ / 2.5 h / 130 °C

2: 81 percent / triethylamine / acetonitrile / 2 h / Ambient temperature

With phosphorus pentachloride; triethylamine; In acetonitrile;

DOI:10.1248/cpb.35.2280

upstream raw materials:

N-acetylpiperidine

2,6-dichloro-5-fluoro-pyridine-3-carbonitrile

5-fluoro-2,6-dihydroxynicotinamide

Refernces