Methyl 4-(4-methylpiperazin-1-yl)benzoate

Base Information

• Chemical Name: Methyl 4-(4-methylpiperazin-1-yl)benzoate
• CAS No.: 354813-14-2
• Molecular Formula: C13H18N2O2
• Molecular Weight: 234.298
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID30363014
• Wikidata: Q82146555
• Mol file: 354813-14-2.mol

Synonyms:354813-14-2;Methyl 4-(4-methylpiperazin-1-yl)benzoate;Methyl 4-(4-methylpiperazino)benzoate;Methyl 4-(4-methylpiperazino)benzenecarboxylate;4-(4-Methyl-piperazin-1-yl)-benzoic acid methyl ester;Oprea1_143828;SCHEMBL65696;DTXSID30363014;MFCD00066902;AKOS005073463;MA-0726;AM807610;CS-0213498;FT-0681200;J-522245

Chemical Property of Methyl 4-(4-methylpiperazin-1-yl)benzoate

Chemical Property:

• Vapor Pressure: 1.94E-05mmHg at 25°C
• Melting Point: 122-124oC
• Boiling Point: 362.4oC at 760 mmHg
• PKA: 7.62±0.42(Predicted)
• Flash Point: 173oC
• PSA: 32.78000
• Density: 1.112g/cm3
• LogP: 1.22790
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 234.136827821
• Heavy Atom Count: 17
• Complexity: 254

Purity/Quality:

98%min ^*data from raw suppliers

Methyl4-(4-Methylpiperazin-1-yl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCN(CC1)C2=CC=C(C=C2)C(=O)OC

Technology Process of Methyl 4-(4-methylpiperazin-1-yl)benzoate

There total 3 articles about Methyl 4-(4-methylpiperazin-1-yl)benzoate 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: 83.0%

methyl 4-(piperazin-1-yl)benzoate (163210-97-7) + methyl iodide (74-88-4) → 4-(4-methylpiperazin-1-yl)benzoic acid methyl ester (354813-14-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 2h;

DOI:10.1021/acs.jmedchem.1c00882

Reference yield: 75.2%

1-methyl-piperazine (109-01-3) + methyl 4-flurobenzoate (403-33-8) → 4-(4-methylpiperazin-1-yl)benzoic acid methyl ester (354813-14-2)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 110 ℃; for 10h;

DOI:10.1016/j.bmcl.2017.06.068

Reference yield: 58.0%

1-methyl-piperazine (109-01-3) + 4-methoxycarbonylphenyl bromide (619-42-1) → 4-(4-methylpiperazin-1-yl)benzoic acid methyl ester (354813-14-2)

Guidance literature:

With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 90 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.ejmech.2019.05.021

upstream raw materials:

1-methyl-piperazine

methyl 4-flurobenzoate

4-methoxycarbonylphenyl bromide

methyl 4-(piperazin-1-yl)benzoate

Downstream raw materials:

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

4-(4-methylpiperazin-1-yI)benzoic acid

N-[5-[2-[5-(dimethylaminomethyl)-2-furyl]ethyl]-1H-pyrazol-3-yl]-4-(4-methylpiperazin-1-yl)benzamide

N-[5-[2-[3-(methylcarbamoyl)phenyl]ethyl]-2H-pyrazol-3-yl]-4-(4-methylpiperazin-1-yl)benzamide

Refernces

• 1、 Han, Xin,Matvekas, Aleksas,McEachern, Donna,Metwally, Hoda,Miao, Bukeyan,Qin, Chong,Sun, Duxin,Wang, Lu,Wang, Shaomeng,Wang, Yu,Wen, Bo,Xiang, Weiguo,Zhao, Lijie. "Strategies toward Discovery of Potent and Orally Bioavailable Proteolysis Targeting Chimera Degraders of Androgen Receptor for the Treatment of Prostate Cancer". . p. 12831 - 12854. Retrieved 2021/09/13.
• 2、 Heng, Hao,Wang, Zhijie,Li, Hongmei,Huang, Yatian,Lan, Qingyuan,Guo, Xiaoxing,Zhang, Liang,Zhi, Yanle,Cai, Jiongheng,Qin, Tianren,Xiang, Li,Wang, Shuxian,Chen, Yadong,Lu, Tao,Lu, Shuai. "Combining structure- and property-based optimization to identify selective FLT3-ITD inhibitors with good antitumor efficacy in AML cell inoculated mouse xenograft model". . p. 248 - 267. Retrieved 2019/05/21.