2-Methyl-4-Piperazinoquinoline

Base Information

• Chemical Name: 2-Methyl-4-Piperazinoquinoline
• CAS No.: 82241-22-3
• Molecular Formula: C14H17 N3
• Molecular Weight: 227.309
• Hs Code.: 2933990090
• European Community (EC) Number: 638-913-7
• DSSTox Substance ID: DTXSID20351526
• Nikkaji Number: J3.546.108F
• Wikidata: Q82128003
• Pharos Ligand ID: 1QLMXWK3CUHY
• ChEMBL ID: CHEMBL2335165
• Mol file: 82241-22-3.mol

Synonyms:2-Methyl-4-Piperazinoquinoline;82241-22-3;2-Methyl-4-(piperazin-1-yl)quinoline;2-methyl-4-piperazin-1-ylquinoline;2-methyl-4-(1-piperazinyl)quinoline;CHEMBL2335165;MFCD01935745;2-Methyl-4-piperazin-1-yl-quinoline;Maybridge1_006771;ChemDivAM_001084;CBMicro_045139;ChemDiv1_022892;Cambridge id 6095001;Oprea1_194949;SCHEMBL899675;HMS560L17;HMS652A12;DTXSID20351526;XYBLCORUTWKJOI-UHFFFAOYSA-N;BDBM50520362;STK024843;AKOS000288827;PS-4523;AM804378;SY122888;BIM-0045167.P001;CS-0172090;FT-0612967;EN300-1228929;SR-01000452383;SR-01000452383-1;F0911-2883

Chemical Property of 2-Methyl-4-Piperazinoquinoline

Chemical Property:

• Vapor Pressure: 2.9E-07mmHg at 25°C
• Melting Point: 101oC
• Boiling Point: 420oC at 760 mmHg
• PKA: 11.03±0.50(Predicted)
• Flash Point: 207.8oC
• PSA: 28.16000
• Density: 1.128g/cm3
• LogP: 2.34660
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 227.142247555
• Heavy Atom Count: 17
• Complexity: 250

Purity/Quality:

98% ^*data from raw suppliers

2-Methyl-4-piperazinoquinoline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=CC=CC=C2C(=C1)N3CCNCC3
• Uses: 2-Methyl-4-piperazinoquinoline is used in the preparation of E3 ubiquitin ligases comprising a targeted protein degrader for the treatment of cancer.

Technology Process of 2-Methyl-4-Piperazinoquinoline

There total 5 articles about 2-Methyl-4-Piperazinoquinoline 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: 80.0%

piperazine (110-85-0) + 4-chloro-2-methylquinoline (4295-06-1) → 2-methyl-4-(piperazin-1-yl)quinoline (82241-22-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 16h;

DOI:10.1021/ml400312j

Reference yield: 69.0%

tert-butyl 4-(2-methylquinolin-4-yl)piperazine-1-carboxylate → 2-methyl-4-(piperazin-1-yl)quinoline (82241-22-3)

Guidance literature:

tert-butyl 4-(2-methylquinolin-4-yl)piperazine-1-carboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.25h;

With sodium hydroxide; In dichloromethane; water;

Reference yield:

4-chloro-2-methylquinoline (4295-06-1) → 2-methyl-4-(piperazin-1-yl)quinoline (82241-22-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-methoxy-2-propanol / 4.5 h / Reflux

2: trifluoroacetic acid / dichloromethane / 0.25 h / 20 °C

With trifluoroacetic acid; In 1-methoxy-2-propanol; dichloromethane;

upstream raw materials:

4-chloro-2-methylquinoline

piperazine dihydrochloride hydrate

piperazine

Refernces

• 1、 -. "OGA INHIBITOR COMPOUNDS". Page/Page column 61; 66. . Retrieved 2021/06/26.
• 2、 -. "N-HETEROARYL COMPOUNDS WITH CYCLIC BRIDGING UNIT FOR THE TREATMENT OF PARASITIC DISEASES". . . Retrieved 2012/04/17.