tert-Butyl 4-(pyridin-2-yl)piperazine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 4-(pyridin-2-yl)piperazine-1-carboxylate
• CAS No.: 77278-62-7
• Molecular Formula: C14H21N3O2
• Molecular Weight: 263.34
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80475015
• Nikkaji Number: J2.135.913K
• Wikidata: Q82305230
• Mol file: 77278-62-7.mol

Synonyms:77278-62-7;tert-Butyl 4-(pyridin-2-yl)piperazine-1-carboxylate;Tert-butyl 4-pyridin-2-ylpiperazine-1-carboxylate;1-Boc-4-(2-pyridinyl)-piperazine;1-Piperazinecarboxylic acid, 4-(2-pyridinyl)-, 1,1-dimethylethyl ester;SCHEMBL1459701;DTXSID80475015;YOAXZXWTZMDCOQ-UHFFFAOYSA-N;AKOS009103756;AB91533;CS-0209940;FT-0727690;t-butyl 4-(pyridin-2-yl)piperazine-1-carboxylate;4-(2-Pyridinyl)piperazine-1-carboxylic acid tert-butyl ester

Chemical Property of tert-Butyl 4-(pyridin-2-yl)piperazine-1-carboxylate

Chemical Property:

• PSA: 45.67000
• LogP: 2.14160
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 263.16337692
• Heavy Atom Count: 19
• Complexity: 306

Purity/Quality:

99% ^*data from raw suppliers

tert-butyl4-(pyridin-2-yl)piperazine-1-carboxylate 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=CC=CC=N2

Technology Process of tert-Butyl 4-(pyridin-2-yl)piperazine-1-carboxylate

There total 6 articles about tert-Butyl 4-(pyridin-2-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: 99.0%

2-chloropyridine (109-09-1) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(pyridin-2-yl)piperazine-1-carboxylate (77278-62-7)

Guidance literature:

With potassium tert-butylate; In 1,2-dimethoxyethane; at 20 ℃; for 24h;

DOI:10.1002/ejic.201400072

Reference yield: 99.0%

2-chloropyridine (109-09-1) + 3,3-dimethyl-1-piperazin-1-yl-butan-1-one (253175-46-1) → tert-butyl 4-(pyridin-2-yl)piperazine-1-carboxylate (77278-62-7)

Guidance literature:

With (1,3-bis[2,6-bis(diphenylmethyl)-4-methylphenyl]imidazole-2-ylidene)PdCl₂(triethylamine); potassium tert-butylate; In 1,2-dimethoxyethane; at 20 ℃; for 24h; Sealed tube;

DOI:10.1002/ejic.201400072

Reference yield: 96.0%

1-(2-pyridyl)piperazine (34803-66-2) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 4-(pyridin-2-yl)piperazine-1-carboxylate (77278-62-7)

Guidance literature:

With Amberlyst A₂₁; In neat (no solvent); at 20 ℃; for 0.0333333h; Green chemistry;

DOI:10.4067/S0717-97072013000100025

upstream raw materials:

2-chloropyridine

1-t-Butoxycarbonylpiperazine

1-(2-pyridyl)piperazine

di-tert-butyl dicarbonate

Downstream raw materials:

1-(2-pyridyl)piperazine

methyl 3-(4-fluorophenyl)-2-(4-(pyridin-2-yl)piperazin-1-yl)quinoxaline-6-carboxylate

3-(4-fluorophenyl)-2-(4-(pyridin-2-yl)piperazin-1-yl)quinoxaline-6-carboxylic acid

methyl 2-phenyl-3-(4-(pyridin-2-yl)piperazin-1-yl)quinoxaline-6-carboxylate

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、 Hendrick, Charles E.,Bitting, Katie J.,Cho, Seoyoung,Wang, Qiu. "Site-Selective Copper-Catalyzed Amination and Azidation of Arenes and Heteroarenes via Deprotonative Zincation". supporting information. p. 11622 - 11628. Retrieved 2017/08/30.