4-((4-Methylpiperazin-1-yl)methyl)benzonitrile

Base Information

• Chemical Name: 4-((4-Methylpiperazin-1-yl)methyl)benzonitrile
• CAS No.: 125743-63-7
• Molecular Formula: C13H17N3
• Molecular Weight: 215.298
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID40428764
• Wikidata: Q72495648
• Mol file: 125743-63-7.mol

Synonyms:125743-63-7;4-((4-methylpiperazin-1-yl)methyl)benzonitrile;4-[(4-methylpiperazin-1-yl)methyl]benzonitrile;4-(4-Methylpiperazin-1-ylmethyl)benzonitrile;4-(4-Methylpiperazinomethyl)benzonitrile;Benzonitrile, 4-[(4-methyl-1-piperazinyl)methyl]-;4-[(4-methyl-1-piperazinyl)methyl]benzonitrile;SCHEMBL148919;DTXSID40428764;IVSYNRMJMLDSIB-UHFFFAOYSA-N;MFCD08060531;AKOS000171417;AC-9450;CL-0771;BP-20187;4(4-methyl-1-piperazinylmethyl)benzonitrile;CS-0036481;FT-0660057;4-(4-methyl-1-piperazinylmethyl)benzonitrile;4-(4-methyl-piperazin-1-yl-methyl)-benzonitrile;4-(4-methyl-piperazin-1-ylmethyl)-benzonitrile;EN300-1196682;AS-871/43475835;Benzonitrile,4-[(4-methyl-1-piperazinyl)methyl]-;J-513169;Z52682534;4-(4-methylpiperazin-1-ylmethyl)benzonitrile, AldrichCPR;6-amino-1-((2S,4R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxypyrrolidin-1-yl)hexan-1-one

Chemical Property of 4-((4-Methylpiperazin-1-yl)methyl)benzonitrile

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 7.48E-05mmHg at 25°C
• Melting Point: 69 °C
• Refractive Index: 1.587
• Boiling Point: 342.5 °C at 760 mmHg
• PKA: 7.55±0.10(Predicted)
• Flash Point: 144.5 °C
• PSA: 30.27000
• Density: 1.11 g/cm³
• LogP: 1.18148
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 215.142247555
• Heavy Atom Count: 16
• Complexity: 252

Purity/Quality:

99% ^*data from raw suppliers

4-(4-Methylpiperazinomethyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 20/21/22-34
• Safety Statements: 23-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCN(CC1)CC2=CC=C(C=C2)C#N
• Uses: 4-(4-Methylpiperazinomethyl)benzonitrile (cas# 125743-63-7) is a compound useful in organic synthesis.

Technology Process of 4-((4-Methylpiperazin-1-yl)methyl)benzonitrile

There total 9 articles about 4-((4-Methylpiperazin-1-yl)methyl)benzonitrile 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: 99.7%

1-methyl-piperazine (109-01-3) + 4-cyanobenzyl bromide (17201-43-3) → 4-[(4-methyl-1-piperazinyl)methyl]benzonitrile (125743-63-7)

Guidance literature:

In chloroform; at 20 - 25 ℃; for 3h; Large scale;

DOI:10.1021/op300212u

Reference yield: 93.4%

1-methyl-piperazine (109-01-3) + 4-cyanobenzyl chloride (874-86-2) → 4-[(4-methyl-1-piperazinyl)methyl]benzonitrile (125743-63-7)

Guidance literature:

With potassium carbonate; In ethanol; at 78 ℃; for 5h;

DOI:10.1007/s00706-010-0334-0

Reference yield: 92.0%

4-bromobenzenecarbonitrile (623-00-7) + trimethyl<(4-methyl-1-piperazinyl)methyl>silane (73992-96-8) → 4-[(4-methyl-1-piperazinyl)methyl]benzonitrile (125743-63-7)

Guidance literature:

With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; 4,4'-di-tert-butyl-2,2'-bipyridine nickel(II) bromide; potassium carbonate; In tetrahydrofuran; at 0 - 20 ℃; for 6h; chemoselective reaction; Sealed tube; Inert atmosphere; Irradiation; Schlenk technique;

DOI:10.1021/acs.orglett.1c01207

upstream raw materials:

1-methyl-piperazine

4-cyanobenzyl bromide

p-(diethylaminomethyl)benzonitrile

1-methyl-4-((trifluoro-λ⁴-boranyl)methyl)piperazine potassium

Downstream raw materials:

imatinib

tert-butyl-(E)-3-(3-{(E)-3-[4-(4-methyl-piperazin-1-yl-methyl)-phenyl]-3-oxo-propenyl}-phenyl)-acrylate

(4-((4-methylpiperazin-1-yl)methyl)phenyl)methanamine

4-((4-methylpiperazin-1-yl)methyl)benzamide

Refernces

• 1、 Sairam,Puranik, Ramachandra,Kelkar, Avijit S.,Sasikiran,Veerender,Parvathi. "The ester and amide derivatives of 4-(4-methyl piperazinomethyl) benzoic acid". . p. 3597 - 3605. Retrieved 2003.
• 2、 -. "Method of preparing 4-[(4-Methylpiperazin-1-yl)methyl]benzoic acid dihydrochloride by one-pot method". Paragraph 0024-0033. . Retrieved 2020/05/01.
• 3、 Wang, Cuiling,Bai, Xiao,Wang, Rui,Zheng, Xudong,Ma, Xiumei,Chen, Huan,Ai, Yun,Bai, Yajun,Liu, Yifeng. "Synthesis of Imatinib by C-N Coupling Reaction of Primary Amide and Bromo-Substituted Pyrimidine Amine". . p. 1918 - 1925. Retrieved 2019/09/07.