4-Methyl-N-(3-phenyl-5-isoxazolyl)-1-piperazinepropanamide

Base Information

• Chemical Name: 4-Methyl-N-(3-phenyl-5-isoxazolyl)-1-piperazinepropanamide
• CAS No.: 86683-47-8
• Molecular Formula: C17H22 N4 O2
• Molecular Weight: 0
• DSSTox Substance ID: DTXSID201007011
• Mol file: 86683-47-8.mol

Synonyms:BRN 5600788;86683-47-8;1-Piperazinepropanamide, 4-methyl-N-(3-phenyl-5-isoxazolyl)-;4-Methyl-N-(3-phenyl-5-isoxazolyl)-1-piperazinepropanamide;DTXSID201007011;3-[3-Methyl-4-(3-phenyl-1,2-oxazol-5-yl)piperazin-1-yl]propanimidic acid

Chemical Property of 4-Methyl-N-(3-phenyl-5-isoxazolyl)-1-piperazinepropanamide

Chemical Property:

• Vapor Pressure: 5.59E-14mmHg at 25°C
• Boiling Point: 591.8°C at 760 mmHg
• Flash Point: 311.7°C
• PSA: 76.59000
• Density: 1.168g/cm³
• LogP: 2.88010
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 314.17427596
• Heavy Atom Count: 23
• Complexity: 400

Purity/Quality:

1-PIPERAZINEPROPANAMIDE, 4-METHYL-N-(3-PHENYL-5-ISOXAZOLYL)- 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CN(CCN1C2=CC(=NO2)C3=CC=CC=C3)CCC(=O)N

Technology Process of 4-Methyl-N-(3-phenyl-5-isoxazolyl)-1-piperazinepropanamide

There total 2 articles about 4-Methyl-N-(3-phenyl-5-isoxazolyl)-1-piperazinepropanamide 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: 60.0%

1-methyl-piperazine (109-01-3) + 3-bromo-N-(3-phenyl-5-isoxazolyl)propanamide (86685-03-2) → 3-(4-Methyl-piperazin-1-yl)-N-(3-phenyl-isoxazol-5-yl)-propionamide (86683-47-8)

Guidance literature:

at 90 - 100 ℃; for 2h;

DOI:10.1002/ardp.19923250909

Reference yield:

3-phenyl-isoxazol-5-ylamine (4369-55-5) → 3-(4-Methyl-piperazin-1-yl)-N-(3-phenyl-isoxazol-5-yl)-propionamide (86683-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / pyridine / CHCl₃ / 3.5 h / Ambient temperature

2: 71 percent / ethanol / 2 h / Heating

With pyridine; In ethanol; chloroform;

DOI:10.1248/cpb.34.1634

Reference yield: 69.0%

3-(4-Methyl-piperazin-1-yl)-N-(3-phenyl-isoxazol-5-yl)-propionamide (86683-47-8) → [3-(4-Methyl-piperazin-1-yl)-propyl]-(3-phenyl-isoxazol-5-yl)-amine (86684-10-8)

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In benzene; for 12h; Ambient temperature;

DOI:10.1248/cpb.34.1634

upstream raw materials:

1-methyl-piperazine

3-bromo-N-(3-phenyl-5-isoxazolyl)propanamide

3-phenyl-isoxazol-5-ylamine

Downstream raw materials:

[3-(4-Methyl-piperazin-1-yl)-propyl]-(3-phenyl-isoxazol-5-yl)-amine

Refernces

• 1、 Tatee,Kurashige,Shiozawa,Narita,Takei,Ito,Miyazaki,Yamanaka,Mizugaki,Sakamoto. "Isoxazole derivatives as centrally acting muscle relaxants. I. Synthesis and activity of 5-(3-aminopropyl)amino-3-phenylisoxazole derivatives". . p. 1634 - 1642. Retrieved 2007/10/02.