Tert-butyl 4-[5-(hydroxymethyl)pyridin-2-yl]piperazine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-[5-(hydroxymethyl)pyridin-2-yl]piperazine-1-carboxylate
• CAS No.: 857284-20-9
• Molecular Formula: C₁₅H₂₃N₃O₃
• Molecular Weight: 293.366
• DSSTox Substance ID: DTXSID10428751
• Wikidata: Q82241570
• Mol file: 857284-20-9.mol

Synonyms:857284-20-9;Tert-butyl 4-[5-(hydroxymethyl)pyridin-2-yl]piperazine-1-carboxylate;tert-Butyl 4-[5-(hydroxymethyl)pyrid-2-yl]piperazine-1-carboxylate;tert-Butyl 4-(5-(hydroxymethyl)pyridin-2-yl)piperazine-1-carboxylate;1-Piperazinecarboxylicacid,4-[5-(hydroxymethyl)-2-pyridinyl]-,1,1-dimethylethyl ester;DTXSID10428751;MFCD08060526;MS-22357;FT-0753165;E74244;J-524674;tert-Butyl 4-[5-(hydroxymethyl)pyrid-2-yl]piperazine-1-carboxylate, AldrichCPR

Chemical Property of Tert-butyl 4-[5-(hydroxymethyl)pyridin-2-yl]piperazine-1-carboxylate

Chemical Property:

• Vapor Pressure: 7.79E-10mmHg at 25°C
• Melting Point: 112 °C
• Boiling Point: 475.1°C at 760 mmHg
• Flash Point: 241.2°C
• PSA: 65.90000
• Density: 1.187g/cm³
• LogP: 1.63390
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 293.17394160
• Heavy Atom Count: 21
• Complexity: 349

Purity/Quality:

98%min ^*data from raw suppliers

TERT-BUTYL 4-[5-(HYDROXYMETHYL)PYRID-2-YL]PIPERAZINE-1-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: 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)CO

Technology Process of Tert-butyl 4-[5-(hydroxymethyl)pyridin-2-yl]piperazine-1-carboxylate

There total 3 articles about Tert-butyl 4-[5-(hydroxymethyl)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%

tert-butyl 4-(5-(ethoxycarbonyl)pyridin-2-yl)piperazine-1-carboxylate (201809-20-3) → tert-butyl 4-(5-(hydroxymethyl)pyridin-2-yl)piperazine-1-carboxylate (857284-20-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1039/c6md00531d

Reference yield:

1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(5-(hydroxymethyl)pyridin-2-yl)piperazine-1-carboxylate (857284-20-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 16 h / 110 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1039/c6md00531d

Reference yield:

6-chloro-3-pyridinecarboxylic acid ethyl ester (49608-01-7) → tert-butyl 4-(5-(hydroxymethyl)pyridin-2-yl)piperazine-1-carboxylate (857284-20-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 16 h / 110 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1039/c6md00531d

upstream raw materials:

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

1-t-Butoxycarbonylpiperazine

6-chloro-3-pyridinecarboxylic acid ethyl ester