(4-IODO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER

Base Information

• Chemical Name: (4-IODO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER
• CAS No.: 405939-28-8
• Molecular Formula: C10H13IN2O2
• Molecular Weight: 320.13
• Hs Code.: 2933399090
• Mol file: 405939-28-8.mol

Synonyms:Carbamic acid, (4-iodo-2-pyridinyl)-, 1,1-dimethylethylester (9CI);2-tert-Butoxycarbonylamino-4-iodopyridine;

Chemical Property of (4-IODO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER

Chemical Property:

• Vapor Pressure: 0.000307mmHg at 25°C
• Melting Point: 158-158.5°C
• Refractive Index: 1.609
• Boiling Point: 321 °C at 760 mmHg
• Flash Point: 147.9 °C
• PSA: 51.22000
• Density: 1.652 g/cm³
• LogP: 3.10620

Purity/Quality:

99% ^*data from raw suppliers

(4-Iodo-pyridin-2-yl)-carbamic acid tert-butyl ester Aldrich ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4-IODO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER

There total 2 articles about (4-IODO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER 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: 82.0%

4-iodo-2-nicotinic acid (405939-79-9) + tert-butyl alcohol (75-65-0) → (4-iodopyridin-2-yl)carbamic acid tert-butyl ester (405939-28-8)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; Heating;

DOI:10.1016/j.bmcl.2003.12.007

Reference yield: 30.0%

4-iodopicolinic acid hemi-hydroiodide + tert-butyl alcohol (75-65-0) → (4-iodopyridin-2-yl)carbamic acid tert-butyl ester (405939-28-8)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; In toluene; at 65 - 100 ℃; for 13.5h;

DOI:10.1021/jm060015t

Reference yield: 59.0%

(4-iodopyridin-2-yl)carbamic acid tert-butyl ester (405939-28-8) + phenylboronic acid (98-80-6) → tert-butyl (4-phenylpyridin-2-yl)carbamate (622402-25-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; Heating;

DOI:10.1016/j.bmcl.2003.12.007

upstream raw materials:

4-iodo-2-nicotinic acid

tert-butyl alcohol

Downstream raw materials:

tert-butyl (4-(4-formylphenyl)pyridin-2-yl)carbamate

tert-butyl (4-phenylpyridin-2-yl)carbamate

4-(iodo)pyridin-2-amine

7-iodo-[1,2,4]triazolo[1,5-a]pyridine

Refernces

• 1、 Kuo, Gee-Hong,Wang, Aihua,Emanuel, Stuart,DeAngelis, Alan,Zhang, Rui,Connolly, Peter J.,Murray, William V.,Gruninger, Robert H.,Sechler, Jan,Fuentes-Pesquera, Angel,Johnson, Dana,Middleton, Steven A.,Jolliffe, Linda,Chen, Xin. "Synthesis and discovery of pyrazine-pyridine biheteroaryl as a novel series of potent vascular endothelial growth factor receptor-2 inhibitors". . p. 1886 - 1900. Retrieved 2007/10/03.
• 2、 Wu, Zhicai,Fraley, Mark E.,Bilodeau, Mark T.,Kaufman, Mildred L.,Tasber, Edward S.,Balitza, Adrienne E.,Hartman, George D.,Coll, Kathleen E.,Rickert, Keith,Shipman, Jennifer,Shi, Bin,Sepp-Lorenzino, Laura,Thomas, Kenneth A.. "Design and synthesis of 3,7-diarylimidazopyridines as inhibitors of the VEGF-receptor KDR". . p. 909 - 912. Retrieved 2007/10/03.