Tert-butyl 4-(3-aminopyridin-2-yl)piperazine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-(3-aminopyridin-2-yl)piperazine-1-carboxylate
• CAS No.: 111669-25-1
• Molecular Formula: C₁₄H₂₂N₄O₂
• Molecular Weight: 278.354
• Hs Code.: 29339900
• European Community (EC) Number: 672-812-9
• DSSTox Substance ID: DTXSID00373347
• Nikkaji Number: J650.903G
• Wikidata: Q82161506
• Mol file: 111669-25-1.mol

Synonyms:111669-25-1;1-Boc-4-(3-Aminopyridin-2-yl)piperazine;Tert-butyl 4-(3-aminopyridin-2-yl)piperazine-1-carboxylate;SCHEMBL3335222;DTXSID00373347;CBTYZJKYXVDWOG-UHFFFAOYSA-N;MFCD03425143;AKOS009505243;DS-1005;TS-00963;CS-0067942;FT-0695317;C71388;EN300-3364856;A802392;Z425395628;3-amino-2-[4-butoxycarbonyl(piperazino)]pyridine, AldrichCPR;1-[1,1-dimethylethoxycarbonyl]-4-[(3-amino)-2-pyridinyl)piperazine;1-[1,1-dimethylethoxycarbonyl]-4-[3-amino-2-pyridinyl]-piperazine;1-[1,1-Dimethylethoxycarbonyl]-4-[3-amino-2-pyridinyl]piperazine;1-[1,1-Dimethylethoxycarbonyl]4-[3-amino-2-pyridinyl]piperazine;1-[1,1dimethylethoxycarbonyl]-4-[3-amino-2-pyridinyl]piperazine;4-(3-Amino-2-pyridinyl)-1-piperazinecarboxylic acid tert-butyl ester;4-(3-amino-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester;1-Piperazinecarboxylicacid,4-(3-amino-2-pyridinyl)-,1,1-dimethylethyl ester

Chemical Property of Tert-butyl 4-(3-aminopyridin-2-yl)piperazine-1-carboxylate

Chemical Property:

• Vapor Pressure: 3E-08mmHg at 25°C
• Refractive Index: 1.569
• Boiling Point: 448.8 °C at 760 mmHg
• PKA: 9.35±0.29(Predicted)
• Flash Point: 225.3 °C
• PSA: 71.69000
• Density: 1.182 g/cm³
• LogP: 2.30500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• 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%,99%, ^*data from raw suppliers

3-Amino-2-[4-butoxycarbonyl(piperazino)]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 45-37-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCN(CC1)C2=C(C=CC=N2)N

Technology Process of Tert-butyl 4-(3-aminopyridin-2-yl)piperazine-1-carboxylate

There total 5 articles about Tert-butyl 4-(3-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: 78.0%

1-tert-butoxycarbonyl-4-(3-nitro-2-pyridyl)piperazine (153473-24-6) → 1-[1,1-dimethylethoxycarbonyl]-4-[3-amino-2-pyridinyl]piperazine (111669-25-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 6h; under 2534.03 Torr;

Reference yield:

2-Chloro-3-nitropyridine (5470-18-8,34515-82-7) → 1-[1,1-dimethylethoxycarbonyl]-4-[3-amino-2-pyridinyl]piperazine (111669-25-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 70.9 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / 20 °C

2: Et₃N / CH₂Cl₂

3: H₂ / 10 percent Pd/C / methanol

With hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1248/cpb.49.1406

Reference yield:

1-(3-nitro-2-pyridinyl)piperazine (87394-48-7) → 1-[1,1-dimethylethoxycarbonyl]-4-[3-amino-2-pyridinyl]piperazine (111669-25-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂

2: H₂ / 10 percent Pd/C / methanol

With hydrogen; triethylamine; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1248/cpb.49.1406

upstream raw materials:

di-tert-butyl dicarbonate

1-(3-amino-pyridin-2-yl)-piperazine

1-tert-butoxycarbonyl-4-(3-nitro-2-pyridyl)piperazine

2-Chloro-3-nitropyridine

Downstream raw materials:

1-[1,1-Dimethylethoxycarbonyl]-4-[3-(1-methylethylamino)-2-pyridinyl]piperazine

1-[1,1-Dimethylethoxycarbonyl]-4-[3-(propylamino)-2-pyridinyl]piperazine

delavirdine

2-(4-((1-benzyl-2-[⁽¹⁴⁾C]-imidazol-5-yl)methyl)piperazin-1-yl)-N-isopropylpyridin-3-amine

Refernces

• 1、 -. "FGFR2 MODULATORS". Page/Page column 45. . Retrieved 2012/05/20.
• 2、 -. "PIPERAZINE AND PIPERIDINE MGLUR5 POTENTIATORS". Page/Page column 38-39. . Retrieved 2008/12/07.