Tert-butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate
• CAS No.: 119285-07-3
• Molecular Formula: C14H22 N4 O2
• Molecular Weight: 278.354
• Hs Code.: 2933990090
• European Community (EC) Number: 869-810-7
• DSSTox Substance ID: DTXSID10592340
• Wikidata: Q82486404
• Mol file: 119285-07-3.mol

Synonyms:119285-07-3;tert-butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate;1-Boc-4-(5-Aminopyridin-2-yl)piperazine;TERT-BUTYL 4-(5-AMINO-2-PYRIDINYL)TETRAHYDRO-1(2H)-PYRAZINECARBOXYLATE;4-(5-Aminopyridin-2-yl)piperazine-1-carboxylic acid tert-Butyl ester;5-Amino-2-(4-BOC-piperazino)pyridine;MFCD05864841;1-Piperazinecarboxylic acid, 4-(5-amino-2-pyridinyl)-, 1,1-dimethylethyl ester;1-Boc-4-(5-amino-2-pyridinyl)-piperazine;SCHEMBL265889;DTXSID10592340;RMHRRMBFHGEDSR-UHFFFAOYSA-N;4-(5-Aminopyridin-2-yl)qiperazine-1-carboxylic acid tert-butyl ester;AKOS005071527;AB91568;CS-W023001;1-Boc-4-(5-amino-2-pyridyl)piperazine;SY109765;DB-001874;AM20070218;EN300-60607;9Z-0826;A804241;J-524636;tert-butyl 4-(5-amino-2-pyridinyl)-1-piperazinecarboxylate;tert-butyl4-(5-aminopyridin-2-yl)piperazine-1-carboxylate;1-(terbutyloxycarbonyl)-4-(5-amino-piridin-2-yl)-piperazine;1-(tert-Butyloxycarbonyl)-4-(5-aminopyridin-2-yl)piperazine;4-(5-amino-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester;4-(5-amino-pyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester;1-Piperazinecarboxylicacid,4-(5-amino-2-pyridinyl)-,1,1-dimethylethyl ester;4-(5-Aminopyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester, AldrichCPR

Chemical Property of Tert-butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 98-101°C
• Boiling Point: 470.4°Cat760mmHg
• PKA: 9.35±0.29(Predicted)
• Flash Point: 238.3°C
• PSA: 71.69000
• Density: 1.182g/cm³
• LogP: 2.30500
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 278.17427596
• Heavy Atom Count: 20
• Complexity: 335

Purity/Quality:

98%min ^*data from raw suppliers

5-Amino-2-(4-BOC-piperazino)pyridine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Tert-butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate

There total 7 articles about Tert-butyl 4-(5-aminopyridin-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: 100.0%

tert-butyl 4-(5-nitropyridin-2-yl)piperazine-1-carboxylate (193902-78-2) → 4-(5-aminopyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (119285-07-3)

Guidance literature:

With hydrogen; nickel; In tetrahydrofuran; for 5h; under 2585.81 Torr;

Reference yield: 100.0%

→ 4-(5-aminopyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (119285-07-3)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 5h;

Reference yield:

2-chloro-5-nitropyridine (4548-45-2) → 4-(5-aminopyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (119285-07-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / 80 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 2585.81 Torr

With palladium 10% on activated carbon; hydrogen; potassium carbonate; In tetrahydrofuran; methanol; acetonitrile;

DOI:10.1021/jm101580m

upstream raw materials:

tert-butyl 4-(5-nitropyridin-2-yl)piperazine-1-carboxylate

2-chloro-5-nitropyridine

1-t-Butoxycarbonylpiperazine

1-(5-nitro-2-pyridinyl)piperazine

Downstream raw materials:

4-{5-[(2-phenyl-5-trifluoromethyloxazole-4-carbonyl)amino]pyridin-2-yl}piperazine-1-carboxylic acid tert-butyl ester

2-phenyl-N-[6-piperazin-1-ylpyridin-3-yl]-5-trifluoromethyl-1,3-oxazole-4-carboxamide hydrochloride

C₂₁H₂₆N₄O₄

Refernces

• 1、 Chen, Jia-Yi,Jin, Bo,Sheng, Zun-Lai,Sun, Meng-Qing,Yang, Hong-Liang. "Synthesis, Antibacterial and Anthelmintic Activity of Novel 3-(3-Pyridyl)-oxazolidinone-5-methyl Ester Derivatives". . . Retrieved 2022/02/14.
• 2、 -. "TARGETED PROTEIN DEGRADATION". Page/Page column 327-328. . Retrieved 2020/07/14.