N-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]pyridin-2-amine

Base Information

• Chemical Name: N-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]pyridin-2-amine
• CAS No.: 155204-28-7
• Molecular Formula: C18H24 N4 O
• Molecular Weight: 312.415
• DSSTox Substance ID: DTXSID00434301
• Nikkaji Number: J623.300G
• Wikidata: Q82248668
• Mol file: 155204-28-7.mol

Synonyms:155204-28-7;WAY 100634;N-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]pyridin-2-amine;N-(2-(4-(2-methoxyphenyl)piperazin-1-yl)ethyl)pyridin-2-amine;MPPF precursor;N-{2-[4-(2-Methoxyphenyl)piperazin-1-yl]ethyl}pyridin-2-amine;SCHEMBL74384;DTXSID00434301;ZOOGISIXBJEBLV-UHFFFAOYSA-N;MFCD13182411;WAY-100634;SY289334;FT-0675857;1-(2-methoxyphenyl)-4-[2-(pyridylamino)ethyl]piperazine;1-[2-[2-Pyridylamino]ethyl]-4-(2-methoxyphenyl)piperazine;{2-4-(2-Methoxyphenyl)piperazin-1-ylethyl}-2-pyridinylamine

Chemical Property of N-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]pyridin-2-amine

Chemical Property:

• Melting Point: 63-64 °C
• Boiling Point: 507.4±50.0 °C(Predicted)
• PKA: 7.39±0.10(Predicted)
• PSA: 40.63000
• Density: 1.151±0.06 g/cm3(Predicted)
• LogP: 2.40020
• Storage Temp.: Refrigerator
• Solubility.: Dichloromethane
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 312.19501140
• Heavy Atom Count: 23
• Complexity: 333

Purity/Quality:

97% ^*data from raw suppliers

WAY100634 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1N2CCN(CC2)CCNC3=CC=CC=N3
• Uses: Major metabolite of WAY 100635 (W49865), a dopamine D4 receptor.

Technology Process of N-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]pyridin-2-amine

There total 15 articles about N-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]pyridin-2-amine 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: 94.0%

4-(2-methoxyphenyl)-1-(2-pyridinylaminocarbonyl)methylpiperazine (146714-63-8) → 1-(2-methoxyphenyl)-4-(2-(2-pyridylamino)ethyl)piperazine (155204-28-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1021/acs.orglett.6b02911

Reference yield: 64.5%

di(pyridin-2-yl)amine (1202-34-2) + 1-(2-chloroethyl)-4-(2-methoxyphenyl)piperazine (43091-72-1) → 1-(2-methoxyphenyl)-4-(2-(2-pyridylamino)ethyl)piperazine (155204-28-7)

Guidance literature:

With sodium amide; In toluene; for 24h; Heating / reflux;

Reference yield: 30.0%

trans-N-2-{2-[4-(2-methoxy-phenyl)piperazinyl]ethyl}-N-(2-pyridyl)-N-(4-carboxymethylcyclohexane) carboxamide (946530-05-8) → (1r,4r)-4-(hydroxymethyl)-N-(2-(4-(2-methoxyphenyl)piperazin-1-yl)ethyl)-N-(pyridin-2-yl)cyclohexanecarboxamide (946530-07-0) + 1-(2-methoxyphenyl)-4-(2-(2-pyridylamino)ethyl)piperazine (155204-28-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

upstream raw materials:

4-(2-methoxyphenyl)-1-(2-pyridinylaminocarbonyl)methylpiperazine

2-aminopyridine

2-chloro-N-pyridin-2-ylacetamide

chloro-acetic acid-[2]pyridylamide; hydrochloride

Downstream raw materials:

p-MPPN

WAY-100635

(1r,4r)-4-(hydroxymethyl)-N-(2-(4-(2-methoxyphenyl)piperazin-1-yl)ethyl)-N-(pyridin-2-yl)cyclohexanecarboxamide

(1r,4r)-4-((2-(4-(2-methoxyphenyl)piperazin-1-yl)ethyl)(pyridin-2-yl)carbamoyl)cyclohexylmethyl 4-methylbenzenesulfonate