4-(2-Methoxyphenyl)-N-2-pyridinyl-1-piperazineacetamide

Base Information

• Chemical Name: 4-(2-Methoxyphenyl)-N-2-pyridinyl-1-piperazineacetamide
• CAS No.: 146714-63-8
• Molecular Formula: C18H22N4O2
• Molecular Weight: 326.398
• DSSTox Substance ID: DTXSID40434320
• Mol file: 146714-63-8.mol

Synonyms:146714-63-8;4-(2-Methoxyphenyl)-N-2-pyridinyl-1-piperazineacetamide;2-[4-(2-methoxyphenyl)piperazin-1-yl]-N-pyridin-2-ylacetamide;2-(4-(2-methoxyphenyl)piperazin-1-yl)-N-(pyridin-2-yl)acetamide;2-[4-(2-Methoxyphenyl)piperazin-1-yl]-N-(pyridin-2-yl)acetamide;SCHEMBL977710;DTXSID40434320;2-[4-(2-Methoxyphenyl)-1-piperazinyl]-N-(2-pyridyl)acetamide;MFCD22123880;SY289335;FT-0671334;1-Piperazineacetamide, 4-(2-methoxyphenyl)-N-2-pyridinyl-

Chemical Property of 4-(2-Methoxyphenyl)-N-2-pyridinyl-1-piperazineacetamide

Chemical Property:

• Melting Point: 73-75oC
• PSA: 61.19000
• LogP: 2.50330
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 326.17427596
• Heavy Atom Count: 24
• Complexity: 399

Purity/Quality:

98% ^*data from raw suppliers

4-(2-Methoxyphenyl)-N-2-pyridinyl-1-piperazineacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1N2CCN(CC2)CC(=O)NC3=CC=CC=N3
• Uses: 4-(2-Methoxyphenyl)-N-2-pyridinyl-1-piperazineacetamide is used in the preparation of WAY 100635 (W49865), a dopamine D4 receptor.

Technology Process of 4-(2-Methoxyphenyl)-N-2-pyridinyl-1-piperazineacetamide

There total 5 articles about 4-(2-Methoxyphenyl)-N-2-pyridinyl-1-piperazineacetamide 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: 91.0%

1-(2-Methoxyphenyl)piperazine (35386-24-4) + 2-chloro-N-pyridin-2-ylacetamide (5221-37-4) → 4-(2-methoxyphenyl)-1-(2-pyridinylaminocarbonyl)methylpiperazine (146714-63-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 18h;

Reference yield: 83.0%

1-(2-Methoxyphenyl)piperazine (35386-24-4) + chloro-acetic acid-[2]pyridylamide; hydrochloride (929039-11-2) → 4-(2-methoxyphenyl)-1-(2-pyridinylaminocarbonyl)methylpiperazine (146714-63-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/ja067276c

Reference yield:

2-aminopyridine (504-29-0) → 4-(2-methoxyphenyl)-1-(2-pyridinylaminocarbonyl)methylpiperazine (146714-63-8)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂ / 0.08 h / microwave irradiation

2: CH₂Cl₂ / 0.08 h / microwave irradiation

In dichloromethane;

DOI:10.1246/cl.2006.1304

upstream raw materials:

1-(2-Methoxyphenyl)piperazine

2-chloro-N-pyridin-2-ylacetamide

chloro-acetic acid-[2]pyridylamide; hydrochloride

2-aminopyridine

Downstream raw materials:

N-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl]-N-(2-pyridyl)-1-naphthalene-carboxamide

N-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl]-N-(2-pyridyl)-2-naphthalene-carboxamide

N-(2-(4-(2-hydroxyphenyl)piperazin-1-yl)ethyl)-N-(2-pyridinyl)amine

Desmethyl-WAY-100635

Refernces

• 1、 Makaravage, Katarina J.,Brooks, Allen F.,Mossine, Andrew V.,Sanford, Melanie S.,Scott, Peter J. H.. "Copper-Mediated Radiofluorination of Arylstannanes with [18F]KF". supporting information. p. 5440 - 5443. Retrieved 2016/11/04.
• 2、 -. "5HT1A ANTAGONIST USEFUL FOR IN VIVO IMAGING". Page/Page column 21; 22. . Retrieved 2013/03/26.