Tert-butyl 4-(isoquinolin-1-yl)piperazine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-(isoquinolin-1-yl)piperazine-1-carboxylate
• CAS No.: 205264-33-1
• Molecular Formula: C18H23N3O2
• Molecular Weight: 313.39412
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10711438
• Wikidata: Q82647089
• Mol file: 205264-33-1.mol

Synonyms:205264-33-1;1-Boc-4-Isoquinolin-1-yl-piperazine;tert-butyl 4-(isoquinolin-1-yl)piperazine-1-carboxylate;tert-butyl 4-isoquinolin-1-ylpiperazine-1-carboxylate;SCHEMBL1255986;DTXSID10711438;WVMXGIDINZEYFT-UHFFFAOYSA-N;MFCD18205975;AKOS015840781;DS-1009;CS-0154694;A879580;Tert-Butyl4-(Isoquinolin-1-Yl)Piperazine-1-Carboxylate;4-isoquinolin-1-yl-piperazine-1-carboxylic acid tert-butyl ester

Chemical Property of Tert-butyl 4-(isoquinolin-1-yl)piperazine-1-carboxylate

Chemical Property:

• PSA: 45.67000
• LogP: 3.29480
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 313.17902698
• Heavy Atom Count: 23
• Complexity: 413

Purity/Quality:

98%min ^*data from raw suppliers

1-Boc-4-Isoquinolin-1-yl-piperazine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCN(CC1)C2=NC=CC3=CC=CC=C32

Technology Process of Tert-butyl 4-(isoquinolin-1-yl)piperazine-1-carboxylate

There total 8 articles about Tert-butyl 4-(isoquinolin-1-yl)piperazine-1-carboxylate 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: 77.0%

1,3-dichloroisoquinoline (7742-73-6) → 4-(1-isoquinolyl)-1-piperazinecarboxylic acid tert-butyl ester (205264-33-1)

Guidance literature:

Reference yield: 74.0%

isoquinoline (119-65-3) + tert-butyl 4-(benzoyloxy)piperazine-1-carboxylate (77278-40-1) → 4-(1-isoquinolyl)-1-piperazinecarboxylic acid tert-butyl ester (205264-33-1)

Guidance literature:

isoquinoline; With 1.1C₉H₁₈N^(1-)*C₄H₁₀Zn*2Li⁽¹⁺⁾; In tetrahydrofuran; hexane; at 20 ℃; for 1h; Inert atmosphere; Schlenk technique;

tert-butyl 4-(benzoyloxy)piperazine-1-carboxylate; With copper(II) 2-ethylhexanoate; In tetrahydrofuran; hexane; at 20 ℃; for 24h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.7b07661

Reference yield: 70.0%

1-chloroisoquinoline (19493-44-8) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → 4-(1-isoquinolyl)-1-piperazinecarboxylic acid tert-butyl ester (205264-33-1)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 110 ℃; for 5h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b00394

upstream raw materials:

4-(3-chloro-1-isoquinolyl)-1-piperazinecarboxylic acid tert-butyl ester

1,3-dichloroisoquinoline

1-t-Butoxycarbonylpiperazine

1-chloroisoquinoline

Downstream raw materials:

1-(1-piperazinyl)-isoquinoline

Refernces

• 1、 Kawamata, Yu,Vantourout, Julien C.,Hickey, David P.,Bai, Peng,Chen, Longrui,Hou, Qinglong,Qiao, Wenhua,Barman, Koushik,Edwards, Martin A.,Garrido-Castro, Alberto F.,Degruyter, Justine N.,Nakamura, Hugh,Knouse, Kyle,Qin, Chuanguang,Clay, Khalyd J.,Bao, Denghui,Li, Chao,Starr, Jeremy T.,Garcia-Irizarry, Carmen,Sach, Neal,White, Henry S.,Neurock, Matthew,Minteer, Shelley D.,Baran, Phil S.. "Electrochemically Driven, Ni-Catalyzed Aryl Amination: Scope, Mechanism, and Applications". supporting information. p. 6392 - 6402. Retrieved 2019/04/17.
• 2、 -. "COMPOUNDS USEFUL AS CHEMOKINE RECEPTOR ANTAGONISTS". Page/Page column 82-83. . Retrieved 2008/06/13.