tert-Butyl (5-bromopyridin-3-yl)carbamate

Base Information

• Chemical Name: tert-Butyl (5-bromopyridin-3-yl)carbamate
• CAS No.: 361550-43-8
• Molecular Formula: C10H13BrN2O2
• Molecular Weight: 273.129
• Hs Code.: 2933399090
• European Community (EC) Number: 689-462-8
• DSSTox Substance ID: DTXSID30464838
• Wikidata: Q72512066
• Mol file: 361550-43-8.mol

Synonyms:361550-43-8;tert-Butyl (5-bromopyridin-3-yl)carbamate;Tert-butyl N-(5-bromopyridin-3-yl)carbamate;TERT-BUTYL 5-BROMOPYRIDIN-3-YLCARBAMATE;(5-Bromo-pyridin-3-yl)-carbamic acid tert-butyl ester;3-(BOC-AMINO)-5-BROMOPYRIDINE;MFCD07367900;tert-butyl(5-bromopyridin-3-yl)carbamate;Carbamic acid, (5-bromo-3-pyridinyl)-, 1,1-dimethylethyl ester;(5-Bromo-pyridin-3-yl)-carbamic acidtert-butyl ester;tert-butyl N-(5-bromo-3-pyridyl)carbamate;tert-butyl5-bromopyridin-3-ylcarbamate;SCHEMBL1502539;DTXSID30464838;MCNMZLIJAOGTJQ-UHFFFAOYSA-N;AKOS015838221;AB31358;DS-0431;3-(Boc-amino)-5-bromopyridine, 97%;tert-butyl (5-bromo-3-pyridyl)carbamate;AC-14237;SY021356;3-bromo-5-tert-butoxycarbonylaminopyridine;3-(Boc-amino)-5-bromopyridine, AldrichCPR;A6272;AM20061736;CS-0030411;FT-0678283;EN300-3536650;J-501554

Chemical Property of tert-Butyl (5-bromopyridin-3-yl)carbamate

Chemical Property:

• Vapor Pressure: 0.00262mmHg at 25°C
• Melting Point: 143-148°C
• Refractive Index: 1.573
• Boiling Point: 286.5 °C at 760 mmHg
• Flash Point: 127.1 °C
• PSA: 51.22000
• Density: 1.453 g/cm³
• LogP: 3.26410
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• 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

(5-Bromo-pyridin-3-yl)-carbamic acid tert-butyl ester 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of tert-Butyl (5-bromopyridin-3-yl)carbamate

There total 10 articles about tert-Butyl (5-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: 88.0%

5-bromo-3-pyridinecarboxylic acid (20826-04-4) + tert-butyl alcohol (75-65-0) → (5-bromo-pyridin-3-yl)-carbamic acid tert-butyl ester (361550-43-8)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In toluene; at 100 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.6b01566

Reference yield: 81.0%

3-amino-5-bromopyridine (13535-01-8) + di-tert-butyl dicarbonate (24424-99-5) → (5-bromo-pyridin-3-yl)-carbamic acid tert-butyl ester (361550-43-8)

Guidance literature:

3-amino-5-bromopyridine; With sodium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 0.333333h;

di-tert-butyl dicarbonate; In tetrahydrofuran; at 20 ℃; for 24h;

Reference yield: 74.0%

5-bromopyridine-3-carboxylic acid hydrochloride + tert-butyl alcohol (75-65-0) → (5-bromo-pyridin-3-yl)-carbamic acid tert-butyl ester (361550-43-8)

Guidance literature:

5-bromopyridine-3-carboxylic acid hydrochloride; With diphenyl phosphoryl azide; triethylamine; In toluene; at 60 ℃; for 2h;

tert-butyl alcohol; In toluene; at 100 ℃; for 18h;

upstream raw materials:

5-bromo-3-pyridinecarboxylic acid

tert-butyl alcohol

3-amino-5-bromopyridine

di-tert-butyl dicarbonate

Downstream raw materials:

tert-butyl (5-iodopyridin-3-yl)carbamate

tert-butyl (5-(phenylethynyl)pyridin-3-yl)carbamate

GSK4027

GSK4028

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