tert-Butyl (3-bromopyridin-2-yl)carbamate

Base Information

• Chemical Name: tert-Butyl (3-bromopyridin-2-yl)carbamate
• CAS No.: 149489-04-3
• Molecular Formula: C10H13BrN2O2
• Molecular Weight: 273.129
• ChEMBL ID: CHEMBL4536577
• DSSTox Substance ID: DTXSID80599346
• Wikidata: Q82495222
• Mol file: 149489-04-3.mol

Synonyms:149489-04-3;tert-Butyl (3-bromopyridin-2-yl)carbamate;(3-Bromo-pyridin-2-yl)-carbamic acid tert-butyl ester;TERT-BUTYL N-(3-BROMOPYRIDIN-2-YL)CARBAMATE;Carbamic acid, (3-bromo-2-pyridinyl)-, 1,1-dimethylethyl ester;MFCD11976399;tert-butyl(3-bromopyridin-2-yl)carbamate;Carbamic acid, (3-bromo-2-pyridinyl)-, 1,1-dimethylethyl ester (9CI);TERT-BUTYL 3-BROMOPYRIDIN-2-YLCARBAMATE;SCHEMBL623831;CHEMBL4536577;DTXSID80599346;QYXWTADXOAAMPA-UHFFFAOYSA-N;ZFA48904;AKOS015892097;SB33773;2-t-Butoxycarbonylamino-3-bromopyridine;AS-72387;SY123753;CS-0037239;tert-butyl N-(3-bromanylpyridin-2-yl)carbamate;W10497;EN300-3536649;A808900;N-(3-bromo-2-pyridinyl)carbamic acid tert-butyl ester;(3-Bromo-2-pyridinyl)-carbamic acid 1,1-dimethylethyl ester

Chemical Property of tert-Butyl (3-bromopyridin-2-yl)carbamate

Chemical Property:

• PSA: 54.71000
• LogP: 3.20470
• Storage Temp.: 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:

97% ^*data from raw suppliers

(3-Bromo-2-Pyridinyl)-CarbamicAcid1,1-DimethylethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=C(C=CC=N1)Br

Technology Process of tert-Butyl (3-bromopyridin-2-yl)carbamate

There total 7 articles about tert-Butyl (3-bromopyridin-2-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%

2-Amino-3-bromopyridine (13534-99-1) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl N-(3-bromo-2-pyridyl)-carbamate (149489-04-3)

Guidance literature:

2-Amino-3-bromopyridine; di-tert-butyl dicarbonate; With dmap; triethylamine; In tetrahydrofuran; for 19h;

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 5.5h;

DOI:10.1021/jacs.0c03926

Reference yield: 84.0%

3-amino-2-bromopyridine (39856-58-1) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl N-(3-bromo-2-pyridyl)-carbamate (149489-04-3)

Guidance literature:

3-amino-2-bromopyridine; With sodium hexamethyldisilazane; In tetrahydrofuran; for 0.166667h; Inert atmosphere; Cooling; Large scale;

di-tert-butyl dicarbonate; In tetrahydrofuran; at 15 ℃; for 1h; Inert atmosphere; Large scale;

DOI:10.1021/acs.oprd.8b00202

Reference yield: 74.0%

3-bromo-2-di-tert-butyloxycarbonylaminopyridine → tert-butyl N-(3-bromo-2-pyridyl)-carbamate (149489-04-3)

Guidance literature:

With methanol; potassium carbonate; at 60 ℃; for 3h;

upstream raw materials:

n-butyllithium

N-(tert-butoxycarbonyl)-2-aminopyridine

ethylene dibromide

3-amino-2-bromopyridine

Downstream raw materials:

2-Amino-3-bromopyridine

8-bromo-3-methylimidazo[1,2-a]pyridine

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