2-(N,N-DiBOC-Amino)-5-bromopyridine

Base Information

• Chemical Name: 2-(N,N-DiBOC-Amino)-5-bromopyridine
• CAS No.: 209959-28-4
• Molecular Formula: C15H21BrN2O4
• Molecular Weight: 373.247
• DSSTox Substance ID: DTXSID60595028
• Wikidata: Q82489961
• Mol file: 209959-28-4.mol

Synonyms:2-(N,N-DiBOC-Amino)-5-bromopyridine;209959-28-4;DI-TERT-BUTYL 5-BROMOPYRIDIN-2-YLIMIDODICARBONATE;tert-butyl N-(5-bromopyridin-2-yl)-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamate;MFCD18249958;Imidodicarbonic acid, 2-(5-bromo-2-pyridinyl)-, 1,3-bis(1,1-dimethylethyl) ester;tert-Butyl (5-bromopyridin-2-yl)(tert-butoxycarbonyl)carbamate;Bi-Tert-Butyl (5-Bromopyridin-2-Yl)Carbamate;SCHEMBL2654838;DTXSID60595028;2-[Bis(Boc)amino]-5-bromopyridine;AKOS015892239;AB72063;2-(N,N-Di-Boc-Amino)-5-bromopyridine;AS-68158;SY123378;DB-098170;CS-0093489;W12770;2-(t-butoxycarbonyl (boc)-amino)-5-bromopyridine;Di-tert-butyl (5-bromopyridin-2-yl)-2-imidodicarbonate;tert-butyl N-(5-bromopyridin-2-yl)-N-[(tert-butoxy)carbonyl]carbamate

Chemical Property of 2-(N,N-DiBOC-Amino)-5-bromopyridine

Chemical Property:

• PSA: 68.73000
• LogP: 4.52070
• Storage Temp.: 2-8°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 372.06847
• Heavy Atom Count: 22
• Complexity: 387

Purity/Quality:

97% ^*data from raw suppliers

2-(N,N-DiBOC-Amino)-5-bromopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N(C1=NC=C(C=C1)Br)C(=O)OC(C)(C)C

Technology Process of 2-(N,N-DiBOC-Amino)-5-bromopyridine

There total 1 articles about 2-(N,N-DiBOC-Amino)-5-bromopyridine 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: 17.0%

5-bromo-2-pyridylamine (1072-97-5) + di-tert-butyl dicarbonate (24424-99-5) → imidodicarbonic acid (2-(4-bromo-2-pyridinyl)-1,3-bis(1,1-dimethylethyl))ester (209959-28-4) + tert-butyl N-(5-bromopyridin-2-yl)carbamate (159451-66-8)

Guidance literature:

5-bromo-2-pyridylamine; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;

di-tert-butyl dicarbonate; In tetrahydrofuran; for 15h; Reflux;

Reference yield: 89.0%

imidodicarbonic acid (2-(4-bromo-2-pyridinyl)-1,3-bis(1,1-dimethylethyl))ester (209959-28-4) + bis(pinacol)diborane (73183-34-3) → C21H33BN2O6 (1391926-49-0)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 100 ℃; for 18h; Inert atmosphere;

Reference yield: 87.1%

imidodicarbonic acid (2-(4-bromo-2-pyridinyl)-1,3-bis(1,1-dimethylethyl))ester (209959-28-4) + (2-methylsulfanylphenyl)boronic acid (168618-42-6) → 2-[bis(tertbutoxycarbonyl)amino]-5-(2'-methylthiophenyl)pyridine (209959-29-5)

Guidance literature:

With tetrabutylammomium bromide; sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In water; benzene; for 16h; Reflux;

upstream raw materials:

5-bromo-2-pyridylamine

di-tert-butyl dicarbonate

Downstream raw materials:

2-[bis(tertbutoxycarbonyl)amino]-5-(2'-methylthiophenyl)pyridine

C₂₁H₃₃BN₂O₆

tert-butyl N-(5-bromopyridin-2-yl)carbamate