tert-Butyl (6-bromopyridin-3-yl)carbamate

Base Information

• Chemical Name: tert-Butyl (6-bromopyridin-3-yl)carbamate
• CAS No.: 218594-15-1
• Molecular Formula: C10H13BrN2O2
• Molecular Weight: 273.129
• Hs Code.: 29333990
• European Community (EC) Number: 640-195-5
• DSSTox Substance ID: DTXSID40428406
• Wikidata: Q82241237
• Mol file: 218594-15-1.mol

Synonyms:218594-15-1;tert-Butyl (6-bromopyridin-3-yl)carbamate;2-Bromo-5-boc-aminopyridine;tert-butyl N-(6-bromopyridin-3-yl)carbamate;tert-Butyl 6-Bromopyridin-3-ylcarbamate;2-Bromo-5-(Boc)Aminopyridine;SCHEMBL4910310;DTXSID40428406;LSFAQGJWQMNXLP-UHFFFAOYSA-N;MFCD07363808;AKOS015891787;AB30814;PS-5483;tert-butyl?6-bromopyridin-3-ylcarbamate;BL002749;tert-Butyl(6-bromopyridin-3-yl)carbamate;CS-0048057;FT-0653636;EN300-211868;2-methyl-2-propanyl (6-bromo-3-pyridinyl)carbamate;W-206684

Chemical Property of tert-Butyl (6-bromopyridin-3-yl)carbamate

Chemical Property:

• Vapor Pressure: 0.00109mmHg at 25°C
• Melting Point: 124-126°C
• Refractive Index: 1.573
• Boiling Point: 300.96 °C at 760 mmHg
• Flash Point: 135.816 °C
• PSA: 51.22000
• Density: 1.454 g/cm³
• LogP: 3.26410
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 272.01604
• Heavy Atom Count: 15
• Complexity: 228

Purity/Quality:

99%, ^*data from raw suppliers

tert-Butyl6-Bromopyridin-3-ylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CN=C(C=C1)Br

Technology Process of tert-Butyl (6-bromopyridin-3-yl)carbamate

There total 2 articles about tert-Butyl (6-bromopyridin-3-yl)carbamate 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: 91.0%

6-bromopyridine-3-amine (13534-97-9) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (6-bromopyridin-3-yl)carbamate (218594-15-1)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 4h;

Reference yield: 85.0%

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (6-bromopyridin-3-yl)carbamate (218594-15-1)

Guidance literature:

6-bromopyridine-3-amine; With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 0.0833333h;

di-tert-butyl dicarbonate; In tetrahydrofuran; at 20 ℃; for 0.5h;

With hydrogenchloride; In tetrahydrofuran; water; pH=7 - 8;

Reference yield: 85.0%

tert-butyl (6-bromopyridin-3-yl)carbamate (218594-15-1) + phenylacetylene (536-74-3) → tert-butyl (6-(phenylethynyl)pyridin-3-yl)carbamate (1259524-94-1)

Guidance literature:

With copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; diisopropylamine; tri tert-butylphosphoniumtetrafluoroborate; In 1,4-dioxane; at 25 ℃; Inert atmosphere;

DOI:10.1021/jm101101q

upstream raw materials:

di-tert-butyl dicarbonate

6-bromopyridine-3-amine

Downstream raw materials:

(6-phenylpyridin-3-yl)carbamic acid ter-butyl ester

tert-butyl (6-(phenylethynyl)pyridin-3-yl)carbamate

6-bromo-N-methylpyridin-3-amine

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