tert-Butyl 4-(5-bromo-4-methylpyridin-2-yl)piperazine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 4-(5-bromo-4-methylpyridin-2-yl)piperazine-1-carboxylate
• CAS No.: 944582-92-7
• Molecular Formula: C₁₅H₂₂BrN₃O₂
• Molecular Weight: 356.263
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40602603
• Wikidata: Q82499730
• Mol file: 944582-92-7.mol

Synonyms:944582-92-7;1-BOC-4-(5-Bromo-4-methyl-2-pyridinyl)piperazine;tert-Butyl 4-(5-bromo-4-methylpyridin-2-yl)piperazine-1-carboxylate;5-Bromo-2-(4-Boc-piperazin-1-yl)-4-methylpyridine;5-Bromo-2-[4-(N-Boc)piperazin-1-yl]-4-methylpyridine;SCHEMBL17978916;DTXSID40602603;MFCD09271777;AKOS015837030;AM87474;BS-24549;DB-363347;CS-0212175;EN300-340100;N11605;tert-Butyl4-(5-bromo-4-methylpyridin-2-yl)piperazine-1-carboxylate

Chemical Property of tert-Butyl 4-(5-bromo-4-methylpyridin-2-yl)piperazine-1-carboxylate

Chemical Property:

• PSA: 45.67000
• LogP: 3.21250
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 355.08954
• Heavy Atom Count: 21
• Complexity: 364

Purity/Quality:

97% ^*data from raw suppliers

1-BOC-4-(5-Bromo-4-methyl-2-pyridinyl)piperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC=C1Br)N2CCN(CC2)C(=O)OC(C)(C)C

Technology Process of tert-Butyl 4-(5-bromo-4-methylpyridin-2-yl)piperazine-1-carboxylate

There total 3 articles about tert-Butyl 4-(5-bromo-4-methylpyridin-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: 64.0%

5-bromo-2-fluoro-4-methyl-pyridine (864830-16-0) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(5-bromo-4-methylpyridin-2-yl)piperazine-1-carboxylate (944582-92-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 90 ℃; for 16h; Sealed tube;

Reference yield:

2,5-dibromo-3-methylpyridine (3430-18-0,141315-43-7) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(5-bromo-4-methylpyridin-2-yl)piperazine-1-carboxylate (944582-92-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; In toluene; at 100 ℃; for 3h;

Reference yield:

→ tert-butyl 4-(5-bromo-4-methylpyridin-2-yl)piperazine-1-carboxylate (944582-92-7)

Guidance literature:

With triethylamine; In dimethyl sulfoxide; at 120 ℃; for 24h;

upstream raw materials:

2,5-dibromo-3-methylpyridine

1-t-Butoxycarbonylpiperazine

5-bromo-2-fluoro-4-methyl-pyridine

Downstream raw materials:

tert-butyl 4-[4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]piperazine-1-carboxylate