Tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate
• CAS No.: 571188-59-5
• Molecular Formula: C14H22N4O2
• Molecular Weight: 278.354
• Hs Code.: 2933990090
• European Community (EC) Number: 695-268-4
• UNII: 6Y3BU8W3TC
• ChEMBL ID: CHEMBL4534399
• DSSTox Substance ID: DTXSID10471464
• Wikidata: Q72502292
• Mol file: 571188-59-5.mol

Synonyms:571188-59-5;Tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate;1-BOC-4-(6-AMINOPYRIDIN-3-YL)PIPERAZINE;4-(6-Amino-3-pyridyl)-1-Boc-piperazine;tert-butyl 4-(6-amino-3-pyridyl)piperazine-1-carboxylate;MFCD11594962;6Y3BU8W3TC;1-Piperazinecarboxylic acid, 4-(6-amino-3-pyridinyl)-, 1,1-dimethylethyl ester;4-(6-Aminopyridin-3-yl)piperazine-1-carboxylic acid tert-butyl ester;OTAVA-BB 1207229;4-(6-Amino-3-pyridyl)piperazine-1-carboxylic Acid tert-Butyl Ester;1-Boc-4-(6-amino-3-pyridyl)piperazine;UNII-6Y3BU8W3TC;EC 695-268-4;SCHEMBL1393764;CHEMBL4534399;DTXSID10471464;tert-Butyl4-(6-aminopyridin-3-yl)piperazine-1-carboxylate;RMULRXHUNOVPEI-UHFFFAOYSA-N;BCP09472;CS-B0332;AKOS005256818;GS-5930;SB17636;AC-29705;AM804059;SY034775;B4669;FT-0689713;NS00002226;EN300-64671;A856450;1-tert-Butoxycarbonyl-4-(6-amino-3-pyridyl)piperazine;t-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate;Z425393174;2-Methyl-2-propanyl 4-(6-amino-3-pyridinyl)-1-piperazinecarboxylate;4(6-Amino-pyridin-3-yl)-piperazine-1-carboxylic acid tert-butyl ester;4-(6-amino-pyridin-3-yl)-piperazine-1-carboxyic acid tert-butyl ester;4-(6-amino-pyridin-3-yl)-piperazine-1-carboxylic acid tert-butyl ester;4-(6-amino-pyridin-3yl)-piperazine-1-carboxylic acid tert-butyl ester

Chemical Property of Tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 130-132℃
• Boiling Point: 454.066oC at 760 mmHg
• PKA: 7.36±0.26(Predicted)
• Flash Point: 228.411oC
• PSA: 71.69000
• Density: 1.182g/cm3
• LogP: 2.30500
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Air Sensitive
• Solubility.: DMSO (Slightly), Methanol (Very Slightly)
• 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:

99% ^*data from raw suppliers

1-Boc-4-(6-aminopyridin-3-yl)piperazine ^*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=CN=C(C=C2)N
• Uses: 4-(6-Amino-3-pyridyl)-1-Boc-piperazine is used as an organic chemical synthesis intermediate.

Technology Process of Tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate

There total 24 articles about Tert-butyl 4-(6-aminopyridin-3-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%

4-(6-nitropyridin-3-yl)-piperazine-1-carboxylic acid tert-butyl ester (571189-16-7) → tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate (571188-59-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; water; for 2h;

DOI:10.1016/j.bmc.2007.12.024

Reference yield: 95.3%

1-(5-nitro-2Z,4Z-pentadienenitrile-4-yl)-4-tert-butoxycarbonylpiperazine → tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate (571188-59-5)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; ammonium chloride; In methanol; at 40 - 45 ℃; under 1500.15 - 2250.23 Torr; Temperature; Reagent/catalyst; Pressure; Solvent; Autoclave;

Reference yield: 95.0%

2-aminopyridine (504-29-0) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate (571188-59-5)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; In 1,2-dichloro-ethane; for 10h; Reagent/catalyst; Irradiation;

upstream raw materials:

4-(6-nitropyridin-3-yl)-piperazine-1-carboxylic acid tert-butyl ester

1-(6-nitropyridin-3-yl)piperazine

5-bromo2-nitropyridine

1-t-Butoxycarbonylpiperazine

Downstream raw materials:

4-[6-(8-cyclopropyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino)pyridin-3-yl]piperazine-1-carboxylic acid tert-butyl ester

4-[6-(8-cyclohexyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino)pyridin-3-yl]piperazine-1-carboxylic acid tert-butyl ester

tert-butyl 4-(6-{[5-bromo-4-(cyclopentylamino)pyrimidin-2-yl]amino}pyridin-3-yl)piperazine-1-carboxylate

4-[6-[[8-cyclopentyl-7,8-dihydro-7-oxo-6-(phenylmethyl)pyrido[2,3-d]pyrimidin-2-yl]amino]-3-pyridinyl]-1-piperazinecarboxylic acid 1,1-dimethylethyl ester

Refernces

• 1、 Guo, Qingxiang,Li, Yongtao,Zhang, Chao,Huang, Zhi,Wang, Xin,Nie, Yongwei,Li, Yao,Liu, Yanhua,Yang, Shengyong,Xiang, Rong,Fan, Yan. "Selective and novel cyclin-dependent kinases 4 inhibitor: synthesis and biological evaluation". . p. 1666 - 1678. Retrieved 2018.
• 2、 -. "Industrial preparation method 4 - (6 - amino-pyridin -3 -yl) piperazine -1 - carboxylic acid tert-butyl ester". Paragraph 0028; 0062-0064. . Retrieved 2021/11/14.
• 3、 -. "CDK6/DYRK2 Double-target inhibitor as well as preparation method and application thereof". Paragraph 0055-0056. . Retrieved 2021/02/24.