1-(4-Fluorobenzyl)piperazine

Base Information

• Chemical Name: 1-(4-Fluorobenzyl)piperazine
• CAS No.: 70931-28-1
• Molecular Formula: C11H15FN2
• Molecular Weight: 194.252
• Hs Code.: 29335990
• European Community (EC) Number: 627-365-4
• UNII: S99A94YLM2
• DSSTox Substance ID: DTXSID90355314
• Wikidata: Q72479347
• ChEMBL ID: CHEMBL4216642
• Mol file: 70931-28-1.mol

Synonyms:1-(4-fluorobenzyl)piperazine

Chemical Property of 1-(4-Fluorobenzyl)piperazine

Chemical Property:

• Appearance/Colour: clear yellow liquid after melting
• Vapor Pressure: 0.00449mmHg at 25°C
• Melting Point: 64 °C
• Refractive Index: 1.5255-1.5275
• Boiling Point: 277.6 °C at 760 mmHg
• PKA: 9.13±0.10(Predicted)
• Flash Point: 121.7 °C
• PSA: 15.27000
• Density: 1.103 g/cm³
• LogP: 1.49760
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 194.12192665
• Heavy Atom Count: 14
• Complexity: 161

Purity/Quality:

98.0% Min., ^*data from raw suppliers

1-(4-Fluorobenzyl)piperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CN(CCN1)CC2=CC=C(C=C2)F
• Uses: Precursor involved in the synthesis of a variety of biologically active molecules including:? ;Chemokine antagonists1? ;Pyrido[1,2-a]benzimidazoles with cytotoxic and antiplasmodial activity2? ;Pyrimidine derivatives as cholinesterase and Aβ-aggregation inhibitors3? ;Chlorokojic acid derivatives with antibacterial and antiviral activities4? ;EGFR and Aurora A kinase inhibitors5? ;Neurokinin-2 receptor antagonists6 Precursor involved in the synthesis of a variety of biologically active molecules including:Chemokine antagonistsPyrido[1,2-a]benzimidazoles with cytotoxic and antiplasmodial activityPyrimidine derivatives as cholinesterase and Aβ-aggregation inhibitorsChlorokojic acid derivatives with antibacterial and antiviral activitiesEGFR and Aurora A kinase inhibitorsNeurokinin-2 receptor antagonists

Technology Process of 1-(4-Fluorobenzyl)piperazine

There total 11 articles about 1-(4-Fluorobenzyl)piperazine 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: 99.0%

4-(4-fluorobenzyl)piperazine-1-tert-butoxycarbonyl ester (77278-77-4) → 1-(4-fluorophenylmethyl)piperazine (70931-28-1)

Guidance literature:

With trifluoroacetic acid; In toluene; at 20 ℃; for 1.2h;

DOI:10.1021/jm900553j

Reference yield: 88.0%

piperazine (110-85-0) + 1-chloromethyl-4-fluorobenzene (352-11-4) → 1-(4-fluorophenylmethyl)piperazine (70931-28-1)

Guidance literature:

In tetrahydrofuran; for 2.5h; Reflux;

DOI:10.1021/jm900722z

Reference yield: 75.0%

→ 1-(4-fluorophenylmethyl)piperazine (70931-28-1)

Guidance literature:

upstream raw materials:

1-ethoxycarbonyl-4-(4-fluorobenzyl)piperazine

piperazine

4-fluorobenzaldehyde

1-chloromethyl-4-fluorobenzene

Downstream raw materials:

4-[4-(4-fluorobenzyl)piperazino]-7-methoxypyrrolo[1,2-a]quinoxaline

tert-butyl ester of {2-[4-(4-fluorobenzyl)piperazin-1-yl]-2-oxoethyl}carbamic acid

C₂₆H₃₆FN₃O₃

N-methyl-6',7'-dimethoxy-2'-{2-[4-(4-fluorobenzyl)piperazin-1-yl]acetyl}-2',3'-dihydro-1'H-spiro[cyclopentane-1,4'-isoquinoline]-1'-carboxamide

Refernces

• 1、 Bassetto, Marcella,Benato, Sara,Brancale, Andrea,Ferla, Salvatore,Jochmans, Dirk,Manganaro, Roberto,Neyts, Johan,Paulissen, Jasmine. "Rational modifications, synthesis and biological evaluation of new potential antivirals for RSV designed to target the M2-1 protein". supporting information. . Retrieved 2020/03/13.
• 2、 Zhang, Zuzhi,Wang, Yujun,Zhang, Yanchun,Li, Jiaming,Huang, Weijun,Wang, Lei. "The synthesis and biological evaluation of novel gardenamide A derivatives as multifunctional neuroprotective agents". . p. 1180 - 1186. Retrieved 2019/07/25.