4-(4-Methylpiperazino)benzylamine

Base Information

• Chemical Name: 4-(4-Methylpiperazino)benzylamine
• CAS No.: 216144-45-5
• Molecular Formula: C12H19 N3
• Molecular Weight: 205.303
• Hs Code.: 2933599090
• European Community (EC) Number: 638-959-8
• DSSTox Substance ID: DTXSID30380125
• Nikkaji Number: J3.007.099B
• Wikidata: Q72495581
• Mol file: 216144-45-5.mol

Synonyms:216144-45-5;4-(4-Methylpiperazino)benzylamine;4-(4-Methylpiperazin-1-yl)benzylamine;[4-(4-methylpiperazin-1-yl)phenyl]methanamine;(4-(4-methylpiperazin-1-yl)phenyl)methanamine;1-[4-(4-methylpiperazin-1-yl)phenyl]methanamine;Benzenemethanamine, 4-(4-methyl-1-piperazinyl)-;MFCD03086117;4-(4-methyl-piperazin-1-yl)-benzylamine;SDCCGMLS-0066015.P001;SCHEMBL111714;DTXSID30380125;MZFQGKRIWIKPBT-UHFFFAOYSA-N;STK349836;AKOS000218465;AC-3590;CS-W019366;FS-2093;[4-(4-methylpiperazin-1-yl)benzyl]amine;A4644;FT-0616655;EN300-229881;(4-(4-METHYLPIPERAZIN-1-YL)-BENZYLAMINE;W-206656

Chemical Property of 4-(4-Methylpiperazino)benzylamine

Chemical Property:

• Vapor Pressure: 4.45E-05mmHg at 25°C
• Boiling Point: 154-156 ºC (1.5 mmHg)
• PKA: 10.40±0.10(Predicted)
• Flash Point: 163.2°C
• PSA: 32.50000
• Density: 1.065g/cm³
• LogP: 1.60030
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 205.157897619
• Heavy Atom Count: 15
• Complexity: 179

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(4-Methylpiperazino)benzylamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 36/37/38-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-(4-Methylpiperazino)benzylamine

There total 6 articles about 4-(4-Methylpiperazino)benzylamine 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: 50.0%

4-(4-methylpiperazin-1-yl)benzonitrile (34334-28-6) → (4-(4-methylpiperazin-1-yl)phenyl)methanamine (216144-45-5)

Guidance literature:

With sodium tetrahydroborate; cobalt(II) chloride hexahydrate; for 5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.07.069

Reference yield:

4-fluorobenzonitrile (1194-02-1,143234-87-1) → (4-(4-methylpiperazin-1-yl)phenyl)methanamine (216144-45-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / K₂CO₃ / dimethylsulfoxide / 8 h / 90 °C

2: Red-Al / tetrahydrofuran; toluene / 3 h / 20 °C

With potassium carbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dimethyl sulfoxide; toluene;

DOI:10.1021/jm050765n

Reference yield:

1-methyl-piperazine (109-01-3) → (4-(4-methylpiperazin-1-yl)phenyl)methanamine (216144-45-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium t-butanolate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 16 h / 80 °C / Inert atmosphere

2: sodium tetrahydroborate; cobalt(II) chloride hexahydrate / 5 h / Inert atmosphere

With sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; cobalt(II) chloride hexahydrate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In toluene;

DOI:10.1016/j.tetlet.2013.07.069

upstream raw materials:

4-(4-methylpiperazin-1-yl)benzonitrile

1-methyl-piperazine

4-fluorobenzonitrile

4-bromobenzenecarbonitrile

Downstream raw materials:

(4-(4-(1-(2-chloro-2-(4-chlorophenyl)ethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)piperazin-1-yl)phenyl)methanamine

1-(2-chloro-2-(4-chlorophenyl)ethyl)-N-(4-(4-methylpiperazin-1-yl)benzyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

7-chloro-2-ethyl-N-(4-(4-methylpiperazin-1-yl)benzyl)imidazo[1,2-a]pyridine-3-carboxamide

6-(2,3-dimethylphenyl)-4-N-{[4-(4-methylpiperazin-1-yl)phenyl]methyl}pyrimidine-2,4-diamine

Refernces

• 1、 Kang, Sunhee,Kim, Ryang Yeo,Seo, Min Jung,Lee, Saeyeon,Kim, Young Mi,Seo, Mooyoung,Seo, Jeong Jea,Ko, Yoonae,Choi, Inhee,Jang, Jichan,Nam, Jiyoun,Park, Seijin,Kang, Hwankyu,Kim, Hyung Jun,Kim, Jungjun,Ahn, Sujin,Pethe, Kevin,Nam, Kiyean,No, Zaesung,Kim, Jaeseung. "Lead optimization of a novel series of imidazo[1,2-a]pyridine amides leading to a clinical candidate (Q203) as a multi- and extensively-drug- resistant anti-tuberculosis agent". . p. 5293 - 5305. Retrieved 2014/07/08.
• 2、 -. "SUBSTITUTED SULFONAMIDE COMPOUNDS". Page/Page column 46. . Retrieved 2008/12/06.